Direct evidence for the function of crustacean insulin-like androgenic gland factor (IAG): Total chemical synthesis of IAG

Hidekazu Katayama, Nozomi Kubota, Hironobu Hojo, Ayumi Okada, Sayaka Kotaka, Naoaki Tsutsui, Tsuyoshi Ohira

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

Insulin-like androgenic gland factor (IAG) is presumed to be a sex differentiation factor so-called androgenic gland hormone (AGH) in decapod crustacean, although the function of IAG peptide has not yet been reported. In this study, we synthesized IAG from the prawn, Marsupenaeus japonicus, and its function was assessed by an in vitro bioassay. As a result, IAG with the insulin-type disulfide bond arrangement showed biological activity, whereas its disulfide isomer did not. These results strongly suggest that the native IAG peptide has an insulin-type disulfide, and it is the decapod AGH.

Original languageEnglish
Pages (from-to)5783-5789
Number of pages7
JournalBioorganic and Medicinal Chemistry
Volume22
Issue number21
DOIs
Publication statusPublished - Nov 1 2014

Fingerprint

Insulin
Disulfides
Decapoda (Crustacea)
Hormones
Sex Factors
Sex Differentiation
Peptides
Bioassay
Bioactivity
Isomers
Biological Assay

Keywords

  • Crustacean
  • Glycopeptide
  • Insulin-like androgenic gland factor
  • Marsupenaeus japonicus
  • Solid-phase peptide synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Clinical Biochemistry
  • Molecular Biology
  • Molecular Medicine
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science
  • Medicine(all)

Cite this

Direct evidence for the function of crustacean insulin-like androgenic gland factor (IAG) : Total chemical synthesis of IAG. / Katayama, Hidekazu; Kubota, Nozomi; Hojo, Hironobu; Okada, Ayumi; Kotaka, Sayaka; Tsutsui, Naoaki; Ohira, Tsuyoshi.

In: Bioorganic and Medicinal Chemistry, Vol. 22, No. 21, 01.11.2014, p. 5783-5789.

Research output: Contribution to journalArticle

Katayama, Hidekazu ; Kubota, Nozomi ; Hojo, Hironobu ; Okada, Ayumi ; Kotaka, Sayaka ; Tsutsui, Naoaki ; Ohira, Tsuyoshi. / Direct evidence for the function of crustacean insulin-like androgenic gland factor (IAG) : Total chemical synthesis of IAG. In: Bioorganic and Medicinal Chemistry. 2014 ; Vol. 22, No. 21. pp. 5783-5789.
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