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Cyclo(Gly-Tyr)

目录号 : GC67814

Cyclo(Gly-Tyr) 是一种环状二肽。

Cyclo(Gly-Tyr) Chemical Structure

Cas No.:5845-66-9

规格 价格 库存 购买数量
100mg
¥1,260.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

Cyclo(Gly-Tyr) is a cyclic dipeptide[1].

[1]. Takashi Mizuma, et al. Uptake of Cyclic Dipeptide by PEPT1 in Caco-2 Cells: Phenolic Hydroxyl Group of Substrate Enhances Affinity for PEPT1. J Pharm Pharmacol. 2002 Sep;54(9):1293-6.

Chemical Properties

Cas No. 5845-66-9 SDF Download SDF
分子式 C11H12N2O3 分子量 220.22
溶解度 DMSO : 31.25 mg/mL (141.90 mM; Need ultrasonic) 储存条件 4°C, protect from light
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 4.5409 mL 22.7046 mL 45.4091 mL
5 mM 0.9082 mL 4.5409 mL 9.0818 mL
10 mM 0.4541 mL 2.2705 mL 4.5409 mL
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Research Update

Uptake of cyclic dipeptide by PEPT1 in Caco-2 cells: phenolic hydroxyl group of substrate enhances affinity for PEPT1

J Pharm Pharmacol 2002 Sep;54(9):1293-6.PMID:12356285DOI:10.1211/002235702320402152.

Uptake of cyclic dipeptides by H+/oligopeptide cotransporter (PEPT1) was studied in monolayers of the human intestinal cell line, Caco-2. The cyclic dipeptides studied were cyclic glycylphenylalanine (cyclo(Gly-Phe)), cyclic phenylalanylserine (cyclo(Phe-Ser)), cyclic seryltyrosine (cyclo(Ser-Tyr)) and cyclic glycyltyrosine (Cyclo(Gly-Tyr)). These molecules have both peptide bonds and aromatic rings, and are similar in structure to cephalexin and cephadroxil, which are transported by PEPT1. Cellular uptake of these cyclic dipeptides was pH dependent, and was inhibited by the addition of PEPT1 substrates such as glycylsarcosine, indicating PEPT1-mediated transport. Michaelis constants (Km) for these cyclic dipeptides were cyclo(Ser-Tyr) < cyclo(Phe-Ser), and Cyclo(Gly-Tyr) < cyclo(Gly-Phe), indicating that tyrosine possessing phenol moiety has higher affinity for PEPT1 than phenylalanine possessing benzen moiety. The Km for cephadroxil possessing phenol moiety was reportedly lower than that for cephalexin possessing benzen moiety. Therefore, it was concluded that the phenolic hydroxyl group of the substrate may enhance affinity for PEPT1.

A cyclic heptapeptide from Vaccaria segetalis

Phytochemistry 1996 May;42(2):439-41.PMID:8688173DOI:10.1016/0031-9422(95)00911-6.

A new cyclic heptapeptide, segetalin E, Cyclo(-Gly-Tyr-Val-Pro-Leu-Trp-Pro-), has been isolated from the seeds of Vaccaria segetalis and the structure elucidated by extensive two-dimensional NMR methods and chemical degradation.

Synthesis and biological evaluation of delavayin-C

Indian J Pharm Sci 2008 Nov;70(6):827-31.PMID:21369456DOI:10.4103/0250-474X.49137.

The synthesis of a cyclic heptapeptide, delavayin-C, Cyclo(gly-tyr-tyr-tyr-pro-val-pro) is described. The structure of this compound was established on the basis of analytical IR, (1)H NMR and FAB mass spectral data. The antibacterial and antifungal activities of this peptide are also described.

Cycloleonuripeptides E and F, cyclic nonapeptides from Leonurus heterophyllus

J Nat Prod 2006 May;69(5):839-41.PMID:16724855DOI:10.1021/np050544k.

Two new cyclic nonapeptides, cycloleonuripeptide E, Cyclo (-Ala-Pro-Ile-Val-Ala-Ala-Phe-Thr-Pro-), and cycloleonuripeptide F, Cyclo (-Gly-Tyr-Pro-Leu-Pro-Phe-Tyr-Pro-Pro-), have been isolated from the fruits of Leonurus heterophyllus, and their structures were elucidated by 2D NMR analysis and chemical degradation. Cycloleonuripeptides E (1) and F (2) showed moderate vasorelaxant effects on rat aorta.

Cyclonatsudamine A, a new vasodilator cyclic peptide from Citrus natsudaidai

Bioorg Med Chem Lett 2007 Oct 1;17(19):5410-3.PMID:17689080DOI:10.1016/j.bmcl.2007.07.036.

A new cyclic heptapeptide, cyclonatsudamine A (1), Cyclo (-Gly-Tyr-Leu-Leu-Pro-Pro-Ser-), has been isolated from the peels of Citrus natsudaidai and the structure was elucidated by 2D NMR analysis and chemical degradation. Cyclonatsudamine A (1) relaxed norepinephrine-induced contractions of rat aorta, which may be mediated through the increased release of NO from endothelial cells.