Superiority of the carbamoylmethyl ester as an acyl donor for the kinetically controlled amide-bond formation mediated by α-chymotrypsin

…, N Yabuuchi, R Yanagihara, T Yamada

Index: Miyazawa, Toshifumi; Ensatsu, Eiichi; Yabuuchi, Nobuhiro; Yanagihara, Ryoji; Yamada, Takashi Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 3 p. 390 - 395

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Citation Number: 17

Abstract

The superiority of the carbamoylmethyl ester as an acyl donor for the α-chymotrypsin- catalysed kinetically controlled peptide-bond formation is demonstrated in the couplings of an inherently poor amino acid substrate, Ala, with various amino acid residues as amino components and in the couplings of non-protein amino acids such as halogenophenylalanines as carboxylic components. Furthermore, this approach is ...

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Z-ALA-OME Structure

28819-05-8

Z-ALA-OME

H-Gly-NH2.HCl Structure

1668-10-6

H-Gly-NH2.HCl

~2%

Z-L-Ala-Gly-NH2 Structure

4976-59-4

Z-L-Ala-Gly-NH2

Z-L-Ala-OCam Structure

4816-87-9

Z-L-Ala-OCam

~%

Z-L-Ala-Gly-NH2 Structure

4976-59-4

Z-L-Ala-Gly-NH2

Cbz-L-Ala-OTfe Structure

203640-41-9

Cbz-L-Ala-OTfe

~%

Z-L-Ala-Gly-NH2 Structure

4976-59-4

Z-L-Ala-Gly-NH2

Z-L-Ala-OCam Structure

4816-87-9

Z-L-Ala-OCam

H-Gly-NH2.HCl Structure

1668-10-6

H-Gly-NH2.HCl

~96%

N-Carbobenzyloxy-L-alanine Structure

1142-20-7

N-Carbobenzylox...

Z-L-Ala-Gly-NH2 Structure

4976-59-4

Z-L-Ala-Gly-NH2

H-Gly-NH2.HCl Structure

1668-10-6

H-Gly-NH2.HCl

Cbz-L-Ala-OTfe Structure

203640-41-9

Cbz-L-Ala-OTfe

~43%

N-Carbobenzyloxy-L-alanine Structure

1142-20-7

N-Carbobenzylox...

Z-L-Ala-Gly-NH2 Structure

4976-59-4

Z-L-Ala-Gly-NH2


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