Synthetic study of selenocystine-containing peptides

DOI: 10.1248/cpb.41.502

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 502 - 506 (1993)

Update date:2022-08-04

Topics:

Authors:

Koide Koide

Itoh Itoh

Otaka Otaka

Yasui Yasui

Kuroda Kuroda

Esaki Esaki

Soda Soda

Fujii Fujii

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1248/cpb.41.502

N-9-Fluorenylmethoxycarbonyl-Se-4-methoxybenzylselenocysteine [Fmoc-Sec(MBzl)-OH] was synthesized from selenocystine and successfully applied to Fmoc-based solid-phase peptide synthesis. The stability and the deprotection conditions of the Se-MBzl group were examined. The diselenide bond of a peptide was directly and effectively established between Sec(MBzl) residues by treatment with iodine or the dimethyl sulfoxide-trifluoroacetic acid system. Reduction kinetics of diselenide and disulfide in model peptides by reduced glutathione were also studied comparatively.

Full text of DOI:10.1248/cpb.41.502

NII-Electronic Library Service

Products guided by the article

Product name:(S)-2-[(R)-2-{2-[(S)-6-Amino-2-((S)-2-amino-4-methyl-pentanoylamino)-hexanoylamino]-acetylamino}-3-(4-methoxy-benzylselanyl)-propionylamino]-propionic acid

Cas No:150351-99-8

R&D Labs maybe for 150351-99-8

Beijing eternalchem Co,. Ltd

Contact:+86-10-59484199

Address:No.58-A1026 Liangguan Street
Hubei Vanz Pharm Co.,Ltd

website:http://www.vanzpharm.com/en/index.html

Contact:86-27-84492310

Address:FANHU INDUSTRY PARK
Chengdu Boon Stream Chemical Industry Co.,Ltd.

Contact:+86-28-83156758

Address:No.859,Dongzikou Road,Jinniu District,Chengdu,Sichuan,P.R.China
Nanjing Qirui Material Co., Ltd.

Contact:+86-25-52320053

Address:F4-5, #17 Building, Chuang Yi Yuan, No.6 Guanghua East Street, Nanjing, 210007 P.R.China
Win-Win chemical Co.Ltd

website:http://www.win-winchemical.com

Contact:0086-577-64498589

Address:6F, No. 396 Xingping Road, Longwan Industrial Zone, Wenzhou City, Zhejiang, 325000 P.R.China

Relevant to this article

Highly Regioselective, Acid-Catalyzed, Three-Component Cascade Reaction for the Synthesis of 2-aminopyridine-Decorated Imidazo[1,2- a]pyridine

Doi:10.1021/acscombsci.8b00149
(2019)
Silica gel catalysed rearrangement of α-epoxyketones to 1,2-diketones

Doi:10.1080/00397919308011247
(1993)
Doi:10.1002/jps.2600560732
(1967)
Chiral CNN pincer palladium(II) complexes with 2-aryl-6-(oxazolinyl) pyridine ligands: Synthesis, characterization, and application to enantioselective allylation of isatins and suzuki-miyaura coupling reaction

Doi:10.1021/om400945d
(2014)
A versatile entry into the synthesis of α-(monofluoromethyl) amino acids : Preparation of α-(monofluoromethyl) serine and (E)-dehydro-α-(monofluoromethyl) ornithine

Doi:10.1016/S0040-4039(00)74090-1
(1993)
Reaction of allyl iminophosphoranes with ketenes and acyl chlorides: One-pot preparation of 4-pentenenitriles

Doi:10.1016/S0040-4020(01)81880-9
(1993)

Article Doi