- Enantioselective Enzymatic Cleavage of N-Benzyloxycarbonyl Groups
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A new enzymatic process for the enantioselective cleavage of N-benzyloxycarbonyl (Cbz) groups from protected amino acids and related compounds has been developed. The Cbz-deprotecting enzyme was isolated from cell extracts of Sphingomonas paucimobilis SC 16113 and purified to homogeneity. The purified protein has a molecular weight of 155,000 daltons and a subunit size of 44,000 daltons.
- Patel, Ramesh N.,Nanduri, Venkata,Brzozowski, David,McNamee, Clyde,Banerjee, Amit
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p. 830 - 834
(2007/10/03)
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- A stereocontrolled synthesis of a new class of 3,4,5,6- tetrahydropyrimidine-based chiral amino acids
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The stereocontrolled synthesis of seven 2-substituted-4-carboxy-3,4,5,6- tetrahydropyrimidines bearing either one chiral center at C-4 or two chiral centers at C-4 and C-8 was performed by condensation of (S)- or (R)- 2,4- diaminobutyric acid (Daba) with iminoethers derived from glycine, (S)- and (R)- serine, (S)- and (R)- tyrosine. Under the conditions reported, epimerization was always completely prevented at the C-4 center, whereas at the C-8 center, it was completely avoided in the case of tyrosine derivatives and considerably diminished for the serine derivatives.
- Zamri, Adel,Sirockin, Finton,Abdallah, Mohamed A.
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p. 5157 - 5170
(2007/10/03)
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- PAPAIN-ASSISTED RESOLUTION OF NATURAL AND XENOBIOTIC α-AMINO ACIDS
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A new and convenient method for the preparation of pure enantiomers of α-amino acids is described.Industrial papain, catalyzes the synthesis of L-Z-amino acid ethyl esters in ethanolic medium, with good yields.These esters are obtained from DL-Z-amino acids with 100percent optical purity.Unreactive D-Z-amino acids are readily isolated from reaction medium.Physical constants of natural and xenobiotic L-Z-amino acid esters and D-Z-amino acids are described.
- Moriniere, J. L.,Danree, B.,Lemoine, J.,Guy, A.
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p. 441 - 444
(2007/10/02)
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- D-amino acid analogs of beta-endorphin
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D-amino acid analogs in positions 1,2,4 and 5 of β-endorphin are synthesized by solid phase techniques. These compounds and, particularly [D-Ala2 ]-β-endorphin, exhibit opiate agonist and analgesic activity.
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