(1-Beta-mercaptopropionic acid, 2-(3,5-dibromo-L-tyrosine))oxytocin, a potent inhibitor of oxytocin. - Suppr | 超能文献

(1-Beta-mercaptopropionic acid, 2-(3,5-dibromo-L-tyrosine))oxytocin, a potent inhibitor of oxytocin.

作者信息

Lundell E O, Ferger M F

出版信息

J Med Chem. 1975 Oct;18(10):1045-7. doi: 10.1021/jm00244a023.

DOI:10.1021/jm00244a023

Abstract

[1-Beta-Mercaptopropionic acid,2-(3,5-dibromo-L-tyrosine)]oxytocin was synthesized from a protected polypeptide intermediate that had been prepared by the condensation of S-ethylcarbamoyl-beta-mercaptopropionyl-3,5-dibromotyrosine with H-Ile-Gln-Asn-Cys(Ec)-Pro-Leu-Gly-NH2, using dicyclohexylcarbodiimide in dimethylformamide. The ethylcarbamoyl (Ec) protecting groups were removed by refluxing NH3, and the resulting disulfhydryl peptide was oxidatively cyclized to the corresponding disulfide by ICH2CH2I. Purification of the analog was effected by partition chromatography and gel filtration. The analog possesses antioxytocic (pA2 = 7.05) and antiavian vasodepressor (pA2 = 7.44) activities but has neither agonist nor antagonist activity in the rat pressor assay.

摘要

相似文献

1

(1-Beta-mercaptopropionic acid, 2-(3,5-dibromo-L-tyrosine))oxytocin, a potent inhibitor of oxytocin.

J Med Chem. 1975 Oct;18(10):1045-7. doi: 10.1021/jm00244a023.

2

Synthesis and some pharmacological properties of [1-beta-mercapto-beta,beta-diethylpropionic acid,2-(3,5-dibromo-L-tyrosine)]oxytocin.

J Med Chem. 1975 Dec;18(12):1262-4. doi: 10.1021/jm00246a021.

3

Synthesis and pharmacological properties of [1-L-penicillamine,4-L-leucine]oxytocin.

J Med Chem. 1975 Oct;18(10):1020-2. doi: 10.1021/jm00244a013.

4

[1-Beta-mercapto-beta,beta-pentamethylenepropionic acid]oxytocin, a potent inhibitor of oxytocin.

J Med Chem. 1975 Mar;18(3):284-7. doi: 10.1021/jm00237a015.

5

(4-Phenylalanine)oxytocin, an inhibitor of the antidiuretic effect of 8-arginine-vasopressin.

J Med Chem. 1975 Oct;18(10):1022-4. doi: 10.1021/jm00244a014.

6

[1-Deaminopenicillamine,4-threonine]oxytocin, a potent inhibitor of oxytocin.

J Med Chem. 1978 Feb;21(2):179-82. doi: 10.1021/jm00200a007.

7

Synthesis and some pharmacological properties of oxytocin analogues having L-thiazolidine-4-carboxylic acid in position 7.

J Med Chem. 1976 Jul;19(7):873-6. doi: 10.1021/jm00229a003.

8

Synthesis and some pharmacological properties of five analogs of oxytocin having L-homocysteine in position 6.

J Med Chem. 1976 Feb;19(2):250-4. doi: 10.1021/jm00224a010.

9

Synthesis and some pharmacological properties of (3-beta-(2-thienyl)-L-alanine)-8-lysine-vasopressin.

J Med Chem. 1975 Aug;18(8):822-5. doi: 10.1021/jm00242a012.

10

Synthesis and some pharmacological properties (4-beta-(2-thienyl)-L-alanine)oxytocin.

J Med Chem. 1978 Jan;21(1):115-7. doi: 10.1021/jm00199a022.

引用本文的文献

1

Revisiting oxytocin through the medium of isonitriles.

J Am Chem Soc. 2012 Aug 15;134(32):13244-7. doi: 10.1021/ja3063452. Epub 2012 Aug 2.

文献AI研究员

20分钟写一篇综述，助力文献阅读效率提升50倍。

用中文搜PubMed

大模型驱动的PubMed中文搜索引擎

文档翻译

学术文献翻译模型，支持多种主流文档格式。