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关于此项目
线性分子式:
C14H24N6O4C2H4O2
化学文摘社编号:
分子量:
400.43
MDL编号:
UNSPSC代码:
51111800
PubChem化学物质编号:
NACRES:
NA.32
质量水平
方案
≥97% (TLC)
组成
Peptide content, ~70%
储存温度
−20°C
SMILES字符串
CC(O)=O.NCCCC[C@H](NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)CN)C(O)=O
InChI
1S/C14H24N6O4.C2H4O2/c15-4-2-1-3-10(14(23)24)20-13(22)11(19-12(21)6-16)5-9-7-17-8-18-9;1-2(3)4/h7-8,10-11H,1-6,15-16H2,(H,17,18)(H,19,21)(H,20,22)(H,23,24);1H3,(H,3,4)/t10-,11-;/m0./s1
InChI key
MGNUTAFMLGJBGV-ACMTZBLWSA-N
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Amino Acid Sequence
Gly-His-Lys
一般描述
Gly-His-Lys是一种三肽,与人血浆中与α-球蛋白和白蛋白有关,浓度为∼200ng/ml。
应用
Gly-His-Lys 醋酸盐已用于:
- 单独使用或作为铜络合物,测试其对人类正常成纤维细胞系中细胞因子产生的影响
- 作为3-N,N-二甲基-N-甲基丙烯酰氧基-N-3-磺酸)铵甜菜碱毛细管电泳分离研究的模式肽
- 作为Coon′s改良Ham′s F-12培养基成分,用于培养 Fischer 大鼠甲状腺滤泡细胞系 FRTL-5
Gly-His-Lys(GHK)已用于准备GHK-Cu(铜)的术后关节内注射。
生化/生理作用
甘氨酰-组氨酰-赖氨酰(GHK)乙酸盐对铜 (II) 离子具有亲和力。此属性使 GHK 能够调节细胞中的铜摄入量。GHK 还参与抑制脂质过氧化产生的有毒副产物。
包装
无底玻璃瓶。内含物装在插入的融合锥内。
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
Growth-modulating human plasma tripeptide: relationship between molecular structure and DNA synthesis in hepatoma cells.
L Pickart et al.
FEBS letters, 104(1), 119-122 (1979-08-01)
Jingyuan Xiong et al.
Drug and chemical toxicology, 41(4), 501-508 (2017-11-17)
Thyroid hormones are involved in many important physiological activities including regulation of energy metabolism, development of nervous system, maintenance of cerebral functions, and so on. Endocrine-disrupting chemicals (EDCs) that interfere with thyroid functions raise serious concerns due to their frequent
Sai-Chuen Fu et al.
Journal of orthopaedic research : official publication of the Orthopaedic Research Society, 33(7), 1024-1033 (2015-03-04)
After anterior cruciate ligament reconstruction (ACLR), the biological healing of the graft is a rate-limiting step which can contribute to graft failure. The tripeptide-copper complex glycyl-L-histidyl-L-lysine-Cu(II) (GHK-Cu) is a well-known activator of tissue remodeling. We investigated whether GHK-Cu can improve
Ana Trapaidze et al.
Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry, 17(1), 37-47 (2011-09-08)
The peptides Asp-Ala-His-Lys (DAHK) and Gly-His-Lys (GHK) are naturally occurring Cu(II)-chelating motifs in human serum and cerebrospinal fluid. Here, the sensitive thermodynamic technique isothermal titration calorimetry was used to study the energetics of Cu(II) binding to DAHK and GHK peptides
Y Zheng et al.
Organic letters, 3(21), 3277-3280 (2001-10-12)
[structure: see text]. A new fluorescent chemosensor for Cu2+ ions was synthesized by modifying the tripeptide glycyl-histidyl-lysine (GHK) with 9-carbonylanthracene via the standard Fmoc solid-phase peptide synthesis method. While significant fluorescence quenching was observed from the molecule upon binding with
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