Synthesis of the trypsin fragment 10–25/75–88 of mouse nerve growth factor.

Abstract

The synthesis of the unsymmetrical double chain cystine peptide corresponding to sequence 10–25/75–88 of mouse nerve growth factor is described. The synthetic product was inactive in all bioassays examined; consequently, this portion of the NGF molecule did not represent or contain a lower molecular weight form of the neurotrophic factor.

Stepwise Construction of Disulfides in Peptides

“…Peptides with a free thiol can be treated with di‐ tert ‐butylazodicarboxylate (DBAD) to provide an isolable sulfenylhydrazide intermediate, which, when combined with another free thiol‐containing peptide, will form a two‐chain heterodimeric product, with the newly formed disulfide serving as the interchain linkage . A similar scheme was developed with the S ‐carbomethoxysulfenyl (Scm) protecting group to synthesize the same class of two‐chain peptides .…”