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 language | English |
|---|---|
| Pages (from-to) | 5783-5789 |
| Number of pages | 7 |
| Journal | Bioorganic and Medicinal Chemistry |
| Volume | 22 |
| Issue number | 21 |
| DOIs | |
| Publication status | Published - Nov 1 2014 |
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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 journal › Article
}
TY - JOUR
T1 - Direct evidence for the function of crustacean insulin-like androgenic gland factor (IAG)
T2 - Total chemical synthesis of IAG
AU - Katayama, Hidekazu
AU - Kubota, Nozomi
AU - Hojo, Hironobu
AU - Okada, Ayumi
AU - Kotaka, Sayaka
AU - Tsutsui, Naoaki
AU - Ohira, Tsuyoshi
PY - 2014/11/1
Y1 - 2014/11/1
N2 - 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.
AB - 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.
KW - Crustacean
KW - Glycopeptide
KW - Insulin-like androgenic gland factor
KW - Marsupenaeus japonicus
KW - Solid-phase peptide synthesis
UR - http://www.scopus.com/inward/record.url?scp=84908463632&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84908463632&partnerID=8YFLogxK
U2 - 10.1016/j.bmc.2014.09.031
DO - 10.1016/j.bmc.2014.09.031
M3 - Article
C2 - 25270404
AN - SCOPUS:84908463632
VL - 22
SP - 5783
EP - 5789
JO - Bioorganic and Medicinal Chemistry
JF - Bioorganic and Medicinal Chemistry
SN - 0968-0896
IS - 21
ER -