Opening book details…
Can I read Peptide synthesis by prior thiol capture—V. The scope and control of disulfide interchange during the acyl transfer step on EtoBox?
Peptide synthesis by prior thiol capture—V. The scope and control of disulfide interchange during the acyl transfer step by D.S. Kemp; Nader Fotouhi is a Chemistry article available to read on EtoBox.
What is Peptide synthesis by prior thiol capture—V. The scope and control of disulfide interchange during the acyl transfer step about?
Disulfide interchange in DMSO, during amide formation by prior thiol capture is reduced to less than 3% at low concentrations (<lo M) of substrate in the absence of air and light, and in the presence of 2.5 to 10 mole % AgNo3T The rate and selectivity of the exchange process were assessed by reacting 6 with a thiol; 7 was formed almost exclusively with a rate constant on the order of 10 to 10 M s . As seen in Scheme I, the thiol capture strategy involves linkage of a pair of peptide fragments 1 and 2 with the unsymmetrical disulfide bond of 3, using the Scm group of Brois, . Hiskey and Kamber.' Amide-forming intramolecular O,N-acyl transfer then occurs in the aminolysis-accelerating solvent DMSO. Since the key to the overall strategy is the use of a relatively unactivated phenyl ester 3 for the acyl transfer step, it was essential to define the degree to which disulfide interchange provides a competing series of side reactions during
Who reads Peptide synthesis by prior thiol capture—V. The scope and control of disulfide interchange during the acyl transfer step?
It is typically read by researchers, students, and practitioners in Chemistry.
- Author
- D.S. Kemp; Nader Fotouhi
- Publisher
- Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4039)
- Published
- 1987
- Language
- EN
- Field
- Chemistry (Physical Sciences)