Abstract
Chirality is present at all levels of structural hierarchy of protein and plays a significant role in protein biosynthesis. The macromolecules involved in protein biosynthesis such as aminoacyl tRNA synthetase and ribosome have chiral subunits. Despite the omnipresence of chirality in the biosynthetic pathway, its origin, role in current pathway, and importance is far from understood. In this review we first present an introduction to biochirality and its relevance to protein biosynthesis. Major propositions about the prebiotic origin of biomolecules are presented with particular reference to proteins and nucleic acids. The problem of the origin of homochirality is unresolved at present. The chiral discrimination by enzymes involved in protein synthesis is essential for keeping the life process going. However, questions remained pertaining to the mechanism of chiral discrimination and concomitant retention of biochirality. We discuss the experimental evidence which shows that it is virtually impossible to incorporate D-amino acids in protein structures in present biosynthetic pathways via any of the two major steps of protein synthesis, namely aminoacylation and peptide bond formation reactions. Molecular level explanations of the stringent chiral specificity in each step are extended based on computational analysis. A detailed account of the current state of understanding of the mechanism of chiral discrimination during aminoacylation in the active site of aminoacyl tRNA synthetase and peptide bond formation in ribosomal peptidyl transferase center is presented. Finally, it is pointed out that the understanding of the mechanism of retention of enantiopurity has implications in developing novel enzyme mimetic systems and biocatalysts and might be useful in chiral drug design.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
References
Nandi N (2011) Chirality in biological nanospaces: reactions in active sites. CRC/Taylor & Francis Group, New York
Nandi N (2009) Int Rev Phys Chem 28:111
Eliel EL, Wilen SH, Mander LN (1994) Stereochemistry of organic compounds. Wiley, New York
Jacques J, Collet A, Wilen SH (1981) Enantiomers, racemates, and resolutions. Wiley, New York
Flapan E (2000) When topology meets chemistry: a topological look at molecular chirality. Cambridge University Press, Cambridge
Pályi G, Zucchi C, Caglioti L (1999) Advances in biochirality. Elsevier Science, Oxford
Pályi G, Zucchi C, Caglioti L (2004) Progress in biological chirality. Elsevier Science, Oxford
Guerra G, Cavallo L, Corradini P (2003) Chirality of catalysts for stereospecific polymerizations. In: Green M, Nolte RJM, Meijer EW (eds) Materials chirality, vol 24 of Topics in stereochemistry series, and Denmark SE, Siegel J (series eds) Wiley Interscience/Wiley, New York, pp 1–69
Rosa CD (2003) Chain conformation, crystal structures, and structural disorder in stereoregular polymers. In: Green M, Nolte RJM, Meijer EW (eds) Materials chirality, vol. 24 of Topics in stereochemistry series, and Denmark SE, Siegel J (series eds) Wiley Interscience/Wiley, New York, pp 71–155
Okamoto Y, Yashima E, Yamamoto C (2003) Optically active polymers with chiral recognition ability. In: Green M, Nolte RJM, Meijer EW (eds) Materials chirality, vol 24 of Topics in stereochemistry series, Denmark SE, Siegel J (series eds) Wiley Interscience/Wiley, New York, pp 157–207
Fujiki M, Nakashima H, Toyoda S, Koe JR (2003) Chirality in polysilanes. In: Green M, Nolte RJM, Meijer EW (eds) Materials chirality, vol 24 of Topics in stereochemistry series, Denmark SE, Siegel J (series eds) Wiley Interscience/Wiley, New York, pp 209–279
Amouri H, Gruselle M (2008) Chirality in transition metal chemistry: molecules, supramolecular assemblies and materials. Wiley, Chichester
Capiro V, Williams MJJ (2009) Catalysis in asymmetric synthesis. Wiley, Chichester
Silverman RB (2004) The organic chemistry of drug design and drug action. Academic/Elsevier, London
Nelson DL, Cox MM (2002) Lehninger principles of biochemistry. W.H. Freeman & Co, New York
Berg JM, Tymoczko JL, Stryer S (2002) Biochemistry. W.H. Freeman & Co, New York
Orgel LE (2004) Crit Rev Biochem Mol Biol 39:99–123
Gleiser M, Walker SI (2011) Plenary talk delivered at the Sao Paulo Advanced School of Astrobiology, Sao Paulo, December 2011. Int J Astrobio, arXiv:1202.5048v2 [q-bio.BM] 2 Mar 2012 (in press)
Miller SL (1953) Science 117:528
Larralde R, Robertson MP, Miller SL (1995) Proc Natl Acad Sci USA 92:8158
Hajdu C, Keszthelyi L (2004) Origin of biomolecules – origin of homochirality. In: Palyi G, Zucchi C, Caglioti L (eds) Progress in biological chirality. Elsevier Science, Oxford
Bahadur K (1954) Nature 173:1141
Dose K, Rajewsky B (1957) Biochim Biophys Acta 25:225
Hasselstrom T, Henry MC, Murr B (1957) Science 125:350
Paschke R, Chang RWH, Yong D (1957) Science 125:881
Fox SJ, Harada K (1960) J Am Chem Soc 82:3745
Brooks J, Shaw G (1973) Origin and development of living systems. Academic, New York
Kasting JM (1990) Orig Life Evol Biosph 20:199
Kobayashi K, Tsuchija M, Oshima T, Yanagawa H (1990) Orig Life Evol Biosph 20:99
Oro J (1961) Nature 190:389
Tielens AGGM, Charley SB (1997) Orig Life Evol Biosph 27:23
Ehrenfreund P, Charmley SB (2000) Annu Rev Astron Astrophys 38:427
Engel MH, Nagy B (1982) Nature 296:837
Oro J (1961) Nature 191:1193
Oro J, Kimball AP (1960) Biochem Biophys Res Commun 2:407
Oro J, Kimball AP (1961) Arch Biochem Biophys 94:217
Oro J, Kimball AP (1962) Arch Biochem Biophys 96:293
Ferris JP, Sanchez RA, Orgel LE (1968) J Mol Biol 33:693
Ferris JP, Zamek OS, Altbuch AM, Freiman H (1974) J Mol Evol 3:301
Robertson MP, Miller SL (1995) Nature 375:772
Robertson MP, Miller SL (1995) Nature 377:257
Nelson KE, Robertson MP, Levy M, Miller SL (2001) Orig Life Evol Biosph 31:221
Sanchez RA, Ferris JP, Orgel LE (1966) Science 154:784
Sanchez RA, Ferris JP, Orgel LE (1967) J Mol Biol 30:223
Orgel LE (2002) Orig Life Evol Biosph 32:279
Butlerow A (1861) Compt Rend Acad Sci 53:145
Mizuno T, Weiss AH (1974) Synthesis and utilization of formose sugars. In: Horton D, Tipson RW (eds) Advance in carbohydrate chemistry and biology. Academic, New York, pp 173–227
Avetisov VA, Goldanskii VI (1996) Phys Usp 39(8):819
Avetisov VA, Goldanskii VI (1996) Proc Natl Acad Sci USA 93:11435
Soai K, Sato I, Shibata T, Hayashi S, Matsueda Y, Inamura H, Hayashi T, Morioka H, Tabira H, Yamamoto J, Kowata Y (2003) Tetrahedron Asymmetry 14:185
Keszthelyi L (1995) Q Rev Biophys 28:437
Bonner WA (1991) Orig Life Evol Biosph 21:59
Rubinstein E, Bonner WA, Noyes HP, Brown GS (1983) Nature 306:118
Bonner WA, Rubinstein E (1987) Biosystems 20:99
Greenberg JM, Kouchi A, Niessen W, Irth H, van Paradijs J, de Groot M, Hermsen W (1994) J Biol Phys 20:61
Bonner WA, Greenberg JM, Rubinstein E (1999) Orig Life Evol Biosph 29:215
Kondepudi DK, Nelson GW (1984) Physica 125A:465
Kondepudi DK, Nelson GW (1985) Nature 314:438
Commeyras A, Taillades J, Collet H, Boiteau L, Vandenabeele-Trambouze O, Pascal R, Cottet H, Plasson R, Biron JP, Souaid E, Garrel L, Lagrille O, Danger D, Rossi JC, Selsis F, Dobrijevic M, Martin H (2004) Molecular origins of life: homochirality as a consequence of the dynamic co-emergence and co-evolution of peptides and chemical energetics. In: Palyi G, Zucchi C, Caglioti L (eds) Progress in biological chirality. Elsevier, Amsterdam
Gleiser M, Walker SI (2008) arXiv:0802.2884v1 [q-bio.BM] 20 Feb 2008
Joyce GF, Orgel LE (1999) Prospects for understanding the origin of the RNA world. In: Gesteland RF, Cech TR, Atkins JF (eds) The RNA world. Cold Spring Harbor Laboratory Press, Cold Spring Harbor, pp 49–77
Woese C (1967) The genetic code. The molecular basis for genetic expression. Harper & Row, New York
Crick FHC (1968) J Mol Biol 38:367
Orgel LE (1968) J Mol Biol 38:381
Benner SA, Kim H-J, Carrigan MA (2012) Acc Chem Res, DOI: 10.1021/ar200332w
Suga H, Hayashi G, Terasaka N (2011) Phil Trans R Soc B 366:2959
Yarus M, Illangasekare M (1999) Aminoacyl-tRNA synthetases and self-acylating ribozymes. In: Gesteland RF, Cech TR, Atkins JF (eds) The RNA world. Cold Spring Harbor Laboratory Press, New York, pp 183–196
Piccirilli JA, McConnell TS, Zaug AJ, Noller HF, Cech TR (1992) Science 256:1420
Delarue M, Moras D (1993) Bioessays 15:675
Egholm M, Buchardt O, Nielson PE, Berg RH (1992) J Am Chem Soc 114:1895
Egholm M, Buchardt O, Christensen L, Behrens C, Freier SM, Driver DA, Berg RH, Kim SK, Norden B, Nielson PE (1993) Nature 365:566
Wittung P, Nielson PE, Buchardt O, Egholm M, Norden B (1994) Nature 368:561
Nielsen PE (1999) Acc Chem Res 32:624
Eschenmoser A (1997) Orig Life 27:535
Pitsch S, Wendeborn S, Jaun B, Eschenmoser A (1993) Helv Chim Acta 76:2161
Pitsch S, Krishnamurthy R, Bolli M, Wendeborn S, Holzner A, Minton M, Lesueur C, Schlönvogt I, Jaun B, Eschenmoser A (1995) Helv Chim Acta 78:1621
Bailey JM (1998) FASEB J 12:503
Thirumoorthy K, Nandi N (2008) J Phys Chem B 112:9187
Nandi N, Vollhardt D (2007) Acc Chem Res 40:351
Nandi N, Vollhardt D (2008) Curr Opin Colloid Interface Sci 13:40
Noller HF (1999) On the origin of the ribosome: coevolution of subdomain of tRNA and rRNA. In: Gesteland RF et al (eds) The RNA world. Cold Spring Harbor Laboratory Press, Cold Spring Harbor, pp 197–219
Eriani G, Delarue M, Poch O, Gangloff J, Moras D (1990) Nature 347:203
Moras D (1992) Trends Biochem Sci 17:159
Arnez JG, Moras D (1997) Trends Biochem Sci 22:211
Ibba M, Söll D (2000) Annu Rev Biochem 69:617
Jasin M, Regan L, Schimmel P (1983) Nature 306:441
Eriani G, Caverelli J, Martin F, Ador L, Rees B, Thierry J-C, Gangloff J, Moras D (1995) J Mol Evol 40:499
Vasil’eva IA, Moor NA (2007) Biochemistry 72:247
Ataide SF, Ibba M (2006) ACS Chem Biol 1:285
Sankaranarayanan R, Moras D (2001) Acta Biochim Pol 48:323
Szymañski M, Deniziak M, Barciszewski J (2000) Acta Biochim Pol 47:821
Mucha P (2002) Acta Biochim Pol 49:1
Wolf YI, Aravind L, Grishin NV, Koonin EV (1999) Genome Res 9:689
Francklyn C, Musier-Forsyth K, Martinis SA (1997) RNA 3:954
Cusack S (1997) Curr Opin Struct Biol 7:881
Martinis SA, Plateau P, Cavarelli J, Florentz C (1999) Biochimie 81:683
Szymanski M, Barciszewski J (1999) Nucleic Acids Res 27:332
Perona JJ, Rould MA, Steitz TA (1993) Biochemistry 32:8758
Rath VL, Silvian LF, Beijer B, Sproat BS, Steitz TA (1998) Structure 6:439
Gruic-Sovulj I, Uter N, Bullock T, Perona JJ (2005) J Biol Chem 280:23978
Nureki O, O’Donoghue P, Watanbe N, Ohmori A, Oshikane H, Araiso Y, Sheppard K, Soll D, Ishitani R (2010) Nucleic Acids Res 38:7286
Deniziak M, Sauter C, Becker HD, Paulus CA, Giege R, Kern D (2007) Nucleic Acids Res 35:1421
Newberry KJ, Hou YM, Perona JJ (2002) EMBO J 21:2778
Delagoutte B, Moras D, Cavarelli J (2000) EMBO J 19:5599
Cavarelli J, Delagoutte B, Eriani G, Gangloff J, Moras D (1998) EMBO J 17:5438
Nakama T, Nureki O, Yokoyama S (2001) J Biol Chem 276:47387
Sekine S, Nureki O, Dubois DY, Bernier S, Chenevert R, Lapointe J, Vassylyev DG, Yokoyama S (2003) EMBO J 22:676
Cusack S, Yaremchuk A, Tukalo M (2000) EMBO J 19:2351
Yaremchuk A, Kriklivyi I, Tukalo M, Cusack S (2002) EMBO J 21:3829
Brick P, Bhat TN, Blow DM (1988) J Mol Biol 208:83
Fersht AR, Knill-Jones JW, Bedouelle H, Winter G (1988) Biochemistry 27:1581
Retailleau P, Huang X, Yin Y, Hu M, Weinreb V, Vachette P, Vonrhein C, Bricogne G, Roversi P, Ilyin V, Carter CW Jr (2003) J Mol Biol 325:39
Fukai S, Nureki O, Sekine S, Shimada A, Tao J, Vassylyev DG, Yokoyama S (2000) Cell 103:793
Arnez JG, Harris G, Mitschler DC, Rees B, Francklyn CS, Moras D (1995) EMBO J 14:4143
Arnez JG, Augstine JG, Moras D, Francklyn CS (1997) Proc Natl Acad Sci USA 94:7144
Ǻberg A, Yaremchuk A, Tukalo M, Rasmussen V, Cusack V (1997) Biochemistry 36:3084
Qiu X, Janson CA, Blackburn MN, Chhohan IK, Hibbs M, Abdel-Meguid SS (1999) Biochemistry 38:12296
Cusack S, Berthet-Colominas C, Hartlein M, Nassar N, Leberman R (1990) Nature 347:249
Biou V, Yaremchuk A, Tukalo M, Cusack S (1994) Science 263:1404
Belrhali H, Yaremchuk A, Tukalo M, Berthet-Colominas C, Rasmussen B, Bosecke P, Diat O, Cusack S (1995) Structure 3:341
Cavarelli J, Eriani G, Rees B, Ruff M, Boeglin M, Mitschler A, Martin F, Gangloff J, Thierry JC, Moras D (1994) EMBO J 13:327
Eiler S, Dock-Bregeon AC, Moulinier L, Thierry JC, Moras D (1999) EMBO J 18:6532
Moulinier L, Eiler S, Eriani G, Gangloff J, Thierry JC, Gabriel K, McClain WH, Moras D (2001) EMBO J 20:5290
Briand C, Poterszman A, Eiler S, Webster G, Thierry J-C, Moras D (2000) J Mol Biol 299:1051
Goldgur Y, Mosyak L, Reshetnikova L, Ankilova V, Lavrik O, Khodyreva S, Safro M (1997) Structure 5:59
Colominas CB, Seignovert L, Hartlein M, Grotli M, Cusack S, Leberman R (1998) EMBO J 17:2947
Sekine S, Nureki O, Shimada A, Vassylyev DG, Yokoyama S (2001) Nat Struct Biol 8:203
Arnez JG, Dock-Bregeon AC, Moras D (1999) J Mol Biol 286:1449
Logan DT, Mazauric MH, Kern D, Moras D (1995) EMBO J 14:4156
Desogus G, Todone F, Brick P, Onesti S (2000) Biochemistry 39:8418
Onesti S, Desogus G, Brevet A, Chen J, Plateau P, Blanquet S, Brick P (2000) Biochemistry 39:12853
Yaremchuk A, Tukalo M, Grǿtli M, Cusack S (2001) J Mol Biol 309:989
Torres-Larios A, Sankaranarayanan R, Dock-Bregeon AC, Moras D (2003) J Mol Biol 331:201
Kamtekar S, Kennedy WD, Wang J, Stathopoulos C, Soll D, Steitz TA (2003) Proc Natl Acad Sci USA 100:1673
Arnez JG, Steitz TA (1996) Biochemistry 35:14725
Xie W, Nangle LA, Zhang W, Schimmel P, Yang XL (2007) Proc Natl Acad Sci USA 104:9976
Forster C, Mankowska M, Furste JP, Perbandt M, Betzel C, Erdmann VA (2008) Biochem Biophys Res Commun 368:996
Nameki N, Tamura K, Asahara H, Hasegawa T (1997) J Mol Biol 268:640
Bonnefond L, Frugier M, Touze E, Lorber B, Florentz C, Giege R, Sauter C, Thirion JR (2007) Structure 15:1505
Nureki O, Vassylyev DG, Tateno M, Shimada A, Nakama T, Fukai S, Konno M, Hendrickson TL, Schimmel P, Yokohama S (1998) Science 280:578
Lincecum TL Jr, Tukalo M, Yaremchuk A, Mursinna RS, Williams AM, Sproat BS, Eynde WVD, Link A, Calenbergh SV, Grøtli M, Martinis SA, Cusack S (2003) Mol Cell 11:951
Hughes SA, Tanner JA, Miller AD, Gould IA (2006) Proteins Struct Funct Bioinf 62:649
Arnez JG, Flanagan K, Moras D, Simonson T (1998) Proteins Struct Funct Genet 32:362
Archontis G, Simonson T, Moras D, Karplus M (1998) J Mol Biol 275:823
Thompson D, Lazennec C, Plateau P, Simonson T (2007) J Biol Chem 282:30856
Thompson D, Simonson T (2006) J Biol Chem 281:23792
Archontis G, Simonson T (2001) J Am Chem Soc 123:11047
Ul-Haq Z, Khan W, Zarina S, Sattar R, Moin ST (2010) J Mol Graph Model 28:401
Ghosh A, Vishveshwara S (2007) Proc Natl Acad Sci USA 104:15711
Profy AT, Usher DA (1984) J Mol Evol 20:147
Tamura K, Schimmel P (2006) Proc Natl Acad Sci USA 103:13750
Tamura K, Schimmel P (2004) Science 305:1253
Tamura K (2008) Biosystems 92:91
Soutourina J, Plateau P, Blanquet S (2000) J Biol Chem 275:32535
Soutourina J, Blanquet S, Plateau P (2000) J Biol Chem 275:11626
Yamane T, Hopfield JJ (1977) Proc Natl Acad Sci USA 74:2246
Bergmann FH, Berg P, Dieckmann M (1961) J Biol Chem 236:1735
Calendar R, Berg P (1966) Biochemistry 5:1690
Berg P (1956) J Biol Chem 222:1025
Calendar R, Berg P (1967) J Mol Biol 26:39
Long LL, Huang YQ (2011) J Mol Model 17:555
Hansia P, Ghosh A, Vishveshwara S (2009) Mol Biosyst 5:1860
Guth E, Connolly SH, Bovee M, Francklyn CS (2005) Biochemistry 44:3785
Francklyn CS, First EA, Perona JJ, Hou Y (2008) Methods 44:100
Guth EV, Francklyn CS (2007) Mol Cell 25:531
Xin Y, Li W, Donard DS, First EA (2000) J Mol Biol 303:287
Trezeguet V, Merle M, Gandar JC, Labouesse B (1983) FEBS Lett 157:210
Airas RK (2006) Biochim Biophys Acta 307:1764
Airas RK (2007) Biophys Chem 131:29
Yonath A, Leonard KR, Wittmann HG (1987) Science 236:813
Ban N, Nissen P, Hansen J, Moore PB, Steitz TA (2000) Science 289:905
Carter AP, Clemons WM Jr, Brodersen DE, Morgan-Warren RJ, Hartsch T, Wimberly BT, Ramakrishnan V (2001) Science 291:498
Bashan A, Agmon I, Zarivach R, Schluenzen F, Harms J, Berisio R, Bartels H, Franceschi F, Auerbach T, Hansen HAS, Kossoy E, Kessler M, Yonath A (2003) Mol Cell 11:91
Bashan A, Yonath A (2008) Trends Microbiol 16:326
Yonath A, Mussig J, Tesche B, Lorenz S, Erdmann VA, Wittmann HG (1980) Biochem Int 1:428
Clemons WM, Brodersen DE Jr, McCutcheon JP, May JL, Carter AP, Morgan-Warren RJ, Wimberly BT, Ramakrishnan V (2001) J Mol Biol 310:827
Clemons WM, May JL Jr, Wimberly BT, McCutcheon JP, Capel MS, Ramakrishnan V (1999) Nature 400:833
Ban N, Freeborn B, Nissen P, Penczek P, Grassucci RA, Sweet R, Frank J, Moore PB, Steitz TA (1998) Cell 93:1105
Weinger JS, Strobel SA (2007) Blood Cells Mol Dis 38:110
Davie E, Konigsberger V, Lipman F (1956) Arch Biochem Biophys 65:21
Yamane T, Miller L, Hopfield JJ (1981) Biochemistry 20:7059
Norton S, Ravel J, Lee C, Shive W (1963) J Biol Chem 238:269
Hopfield JJ (1974) Proc Natl Acad Sci USA 71:4135
Hecht SM (1992) Acc Chem Res 25:545
Heckler TG, Zama Y, Naka T, Hecht S (1983) J Biol Chem 258:4492
Roesser JR, Xu C, Payne RC, Surratt CK, Hecht S (1989) Biochemistry 28:5185
Heckler TG, Roesser JR, Xu C, Chang PI, Hecht S (1988) Biochemistry 27:7254
Bain JD, Diala ES, Glabe CG, Wacker DA, Lyttle MH, Dix TA, Chamberlin AR (1991) Biochemistry 30:5411
Nathans D (1964) Proc Natl Acad Sci USA 51:585
Nathans D, Neidle A (1963) Nature (Lond) 197:1076
Starck SR, Qi X, Olsen BN, Roberts RW (2003) J Am Chem Soc 125:8090
Dedkova LM, Fahmi NE, Golovine SY, Hecht SM (2003) J Am Chem Soc 125:6616
Kreil G (1997) Annu Rev Biochem 66:337
Marahiel MA, Stachelhaus T, Mootz HD (1997) Chem Rev 97:2651
von Döhren H, Keller U, Vater J, Zocher R (1997) Chem Rev 97:2675
Fuji N (2002) Orig Life Evol Biosph 32:103
Torres AM, Tsampazi M, Kennett EC, Belov K, Geraghty DP, Bansal PS, Alewood PF, Kuchel PW (2007) Amino Acids 32:63
Stachelhaus T, Walsh CT (2000) Biochemistry 39:5775
Challis GL, Naismith JH (2004) Curr Opin Struct Biol 14:748
Friedman M (1999) J Agric Food Chem 47:3457
Ohnishi E, Macleod H, Horowitz NH (1962) J Biol Chem 237:138
Champney WS, Jensen RA (1970) J Bacteriol 104:107
Cosloy SD, McFall E (1973) J Bacteriol 114:685
Rytka J (1975) J Bacteriol 121:562
Harris CL (1981) J Bacteriol 145:1031
Tsuruoka T, Tamura A, Miyata A, Takei T, Iwamatsu K, Inouye S, Matsuhashi M (1984) J Bacteriol 160:889
Caparros M, Torrecuadrada JLM, de Pedro MA (1991) Res Microbiol 142:345
Capparos M, Pisabarro AG, de Pedro MA (1992) J Bacteriol 174:5549
Dutta Banik S, Nandi N (2010) J Phys Chem B 114:2301
Dutta Banik S, Nandi N (2009) Colloids Surf B Biointerfaces 74:468
Frisch MJ et al (2004) Gaussian 03, Revision C.02. Gaussian, Inc., Wallingford
Dutta Banik S, Nandi N (2011) Biophys Chem 158:61
Dutta Banik S, Nandi N (2012) Architectonics of active sites: life processes at nanodimension. In: Ariga K (ed) Materials nanoarchitectonics. Royal Society Publication Cambridge, UK
Dutta Banik S, Nandi N (2012) Biomol Struct Dyn http://dx.doi.org/10.1080/07391102.2012.689701
Youngman EM, Brunelle JL, Kochaniak AB, Green R (2004) Cell 117:589
Monro RE, Marcker KA (1967) J Mol Biol 25:347
Monro RE, Cerna J, Marcker KA (1968) Proc Natl Acad Sci USA 61:1042
Bhuta A, Quiggle K, Ott TW, Ringer D, Chladek S (1981) Biochemistry 20:8
Quiggle K, Kumar G, Ott TW, Ryu EK, Chladek S (1981) Biochemistry 20:3480
Hecht SM (1977) Tetrahedron 33:1671
Sprinzl M, Cramer F (1979) Prog Nucleic Acid Res Mol Biol 22:1
Harris RJ, Pestka S (1977) In: Weissbach H, Pestka S (eds) Molecular mechanisms of protein biosynthesis. Academic, New York, pp 413–422
Sharma PK, Xiang Y, Kato M, Warshel A (2005) Biochemistry 44:11307
Thirumoorthy K, Nandi N (2007) J Mol Struct (Theo Chem) 818:107
Zarivach R, Bashan A, Berisio R, Harms J, Auerbach T, Schluenzen F, Bartels H, Baram D, Pyetan E, Sittner A, Amit M, Hansen HAS, Kessler M, Liebe C, Wolff A, Agmon I, Yonath A (2004) J Phys Org Chem 17:901
Thirumoorthy K, Nandi N (2006) J Phys Chem B 110:8840
Thirumoorthy K, Nandi N (2007) J Phys Chem B 111:9999
Israelachvili JN (1985) Intermolecular and surface forces: with applications to colloidal and biological systems. Academic, London
Maitland GC, Rigby M, Smith EB, Wakeham WA (1981) Intermolecular forces: their origin and determination. Clarendon, Oxford
Hansen JL, Schmeing MT, Moore PB, Steitz TA (2002) Proc Natl Acad Sci USA 99:11670
Chamberlin SI, Merino EJ, Weeks KM (2002) Proc Natl Acad Sci USA 99:14688
Dorner S, Polacek N, Schulmeister U, Panuschka C, Barta A (2002) Biochem Soc Trans 30:1131
Weinger JS, Parnell KM, Dorner S, Green R, Strobel S (2004) Nat Struct Mol Biol 11:1101
Rodnina MV, Beringer M, Bieling P (2005) Biochem Soc Trans 33:493
Trobro S, Åqvist J (2005) Proc Natl Acad Sci USA 102:12395
Schmeing TM, Huang KS, Kitchen DE, Strobel SA, Steitz TA (2005) Mol Cell 20:437
Gindulyte A, Bashan A, Agmon I, Massa L, Yonath A, Karle J (2006) Proc Natl Acad Sci USA 103:13327
Sievers A, Beringer M, Rodnina MV, Wolfenden R (2004) Proc Natl Acad Sci USA 101:7897
Schweet RS, Allen E (1958) J Biol Chem 233:1104
Nandi N (2004) J Phys Chem B 108:789
Case DA et al (2010) AMBER11. University of California, San Francisco
Demizu Y, Yabuki Y, Doi M, Sato Y, Tanakac M, Kuriharaa M (2012) J Pept Sci 18:466
Rőthlisbeger D, Khersonsky O, Wollacott AM, Jiang L, DeChancie J, Betker J, Gallaher JL, Althoff EA, Zanghellini A, Dym O, Albeck S, Houk KA, Tawfik DS, Baker D (2008) Nature 453:190
Jiang L, Althoff EA, Clemente FR, Doyle L, Rőthlisbeger D, Zanghellini A, Gallaher JL, Betker J, Tanaka F, Barbas CF III, Hilvert H, Houk KA, Stoddard BL, Baker D (2008) science 319:1387
Ramakrishnan V (2008) Biochem Soc Trans 36:567
Ariga K, Michinobu T, Nakanishi T, Hill JP (2008) Curr Opin Colloid Interface Sci 13:23
Ariga K, Nakanishi T, Hill JP (2006) Soft Matter 2:465
Acknowledgements
The authors thank the Department of Science and Technology for partial support of this research. One of the authors (SDB) is grateful to University of Kalyani for a research fellowship.
Author information
Authors and Affiliations
Corresponding author
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 2012 Springer-Verlag Berlin Heidelberg
About this chapter
Cite this chapter
Banik, S.D., Nandi, N. (2012). Chirality and Protein Biosynthesis. In: Cintas, P. (eds) Biochirality. Topics in Current Chemistry, vol 333. Springer, Berlin, Heidelberg. https://doi.org/10.1007/128_2012_369
Download citation
DOI: https://doi.org/10.1007/128_2012_369
Published:
Publisher Name: Springer, Berlin, Heidelberg
Print ISBN: 978-3-642-37625-2
Online ISBN: 978-3-642-37626-9
eBook Packages: Chemistry and Materials ScienceChemistry and Material Science (R0)