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H-Gly-Gly-Gly-OH Sale

(Synonyms: 甘氨酰-甘氨酰-甘氨酸) 目录号 : GA22449 复制 一键复制产品信息

H-Gly-Gly-Gly-OH是由三个甘氨酸残基通过肽键连接而成的三肽。

H-Gly-Gly-Gly-OH Chemical Structure

Cas No.:556-33-2

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25g
¥1,916.00
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100g
¥4,948.00
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Sample solution is provided at 25 µL, 10mM.

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Description

H-Gly-Gly-Gly-OH is a tripeptide composed of three glycine residues linked by peptide bonds. H-Gly-Gly-Gly-OH is widely used as a minimal model peptide to study backbone conformations and fundamental physicochemical properties due to no sidechain interference[1][2]. In CHO-PEPT1 cells, H-Gly-Gly-Gly-OH competitively inhibited the uptake of the peptide [³H]Gly-Sar, with an IC₅₀ value of 1.4±0.7mM[3]. The half-life of H-Gly-Gly-Gly-OH in rat plasma is 5min, and it is mainly absorbed by kidney tissue[4].

References:
[1] Guo M, et al. Triglycine (GGG) adopts a polyproline II (pPII) conformation in its hydrated crystal form: revealing the role of water in peptide crystallization. J Phys Chem Lett. 2021;12(23):5617-5622.
[2] Zhang Y, et al. The effect of chain length and side chains on the solubility of peptides in water from 278.15 K to 313.15 K: a case study in glycine homopeptides and dipeptides. Fluid Phase Equilib. 2022;556:113375.
[3] Covitz KM, Amidon GL, Sadée W. Human dipeptide transporter, hPEPT1, stably transfected into Chinese hamster ovary cells. Pharm Res. 1996;13(11):1631-1634.
[4] Adibi SA, Morse EL. Enrichment of glycine pool in plasma and tissues by glycine, di-, tri-, and tetraglycine. Am J Physiol. 1982;243(5):E413-E417.

H-Gly-Gly-Gly-OH是由三个甘氨酸残基通过肽键连接而成的三肽。由于无侧链干扰,H-Gly-Gly-Gly-OH被广泛用作研究主链构象和基本理化性质的最小模型肽。在CHO-PEPT1细胞中,H-Gly-Gly-Gly-OH竞争性地抑制了肽链[³H]Gly-Sar的摄取,IC50值为1.4±0.7mM[3]。H-Gly-Gly-Gly-OH在大鼠血浆中的半衰期为5min,并主要被肾脏组织吸收[4]

实验参考方法

Animal experiment [1]:

Animal models

Male Sprague-Dawley rats; 270-300g

Preparation Method

The right jugular vein was injected with one of the following test solutions: 150mM NaCl, 300mM glycine, 150mM diglycine, 100mM H-Gly-Gly-Gly-OH (triglycine), or 75mM tetraglycine. Plasma glutathione concentrations were measured at 2, 5, 10, 15, 20, and 30 minutes after injection. The concentrations of glutathione in the liver, muscle, and kidney were measured at 5 and 30 minutes after injection.

Dosage form

1μmol/g; i.v.

Applications

The changes in plasma glycine concentrations after H-Gly-Gly-Gly-OH injection was characterized by a sharp in-crease (over tenfold) at 2min followed by a sharp de-crease at 5min, at 30min the concentration was still considerably greater than thebasal level (over a twofold increase). Among the glycine peptides, each increase in the number of glycine residues resulted in significantly lower initial glycine concentration. The concentration of glycine in the muscle was not significantly affected by injections. The increase in glycine concentration 5min after the injections was always considerably greater in the kidney than in the liver.

References:
 [1] Adibi SA, Morse EL. Enrichment of glycine pool in plasma and tissues by glycine, di-, tri-, and tetraglycine. Am J Physiol. 1982;243(5):E413-E417.

化学性质

Cas No. 556-33-2 SDF
别名 甘氨酰-甘氨酰-甘氨酸
分子式 C6H11N3O4 分子量 189.17
溶解度 H2O : 50 mg/mL (264.31 mM; Need ultrasonic) 储存条件 Store at -20°C
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 5.2863 mL 26.4313 mL 52.8625 mL
5 mM 1.0573 mL 5.2863 mL 10.5725 mL
10 mM 528.6 μL 2.6431 mL 5.2863 mL
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