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Merck
CN

H1007

Sigma-Aldrich

L-高精氨酸 盐酸盐

≥98% (TLC)

别名:

S)-2-氨基-6-胍基己酸 盐酸盐

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关于此项目

线性分子式:
H2NC(=NH)NH(CH2)4CH(NH2)CO2H · HCl
化学文摘社编号:
分子量:
224.69
Beilstein:
4016621
EC 号:
MDL编号:
UNSPSC代码:
12352209
PubChem化学物质编号:
NACRES:
NA.26
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产品名称

L-高精氨酸 盐酸盐, unnatural arginine analog

方案

≥98% (TLC)

表单

powder

颜色

white to off-white

mp

213-215 °C (lit.)

溶解性

H2O: soluble

应用

peptide synthesis

SMILES字符串

Cl[H].N[C@@H](CCCCNC(N)=N)C(O)=O

InChI

1S/C7H16N4O2.ClH/c8-5(6(12)13)3-1-2-4-11-7(9)10;/h5H,1-4,8H2,(H,12,13)(H4,9,10,11);1H/t5-;/m0./s1

InChI key

YMKBVNVCKUYUDM-JEDNCBNOSA-N

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应用

L-高精氨酸可用于产生非天然蛋白质,用于翻译后蛋白质修饰的研究。精氨酸残基常位于蛋白质和酶的活性中心。将这些精氨酸替换为高精氨酸有助于阐明蛋白质的功能和结构要求。L-高精氨酸用于研究细胞通过一氧化氮合酶 (s) 产生一氧化氮的机制。L-高精氨酸用作选择性哺乳动物碱性磷酸酶同工酶抑制剂。高精氨酸取代精氨酸或赖氨酸使蛋白质对胰蛋白酶水解产生抗性。
高精氨酸取代精氨酸或赖氨酸使蛋白质对胰蛋白酶的蛋白水解具有抗性。精氨酸残基常位于蛋白质和酶的活性中心。将这些精氨酸替换为高精氨酸有助于阐明蛋白质的功能和结构要求。

生化/生理作用

高精氨酸是组织非特异性碱性磷酸酶 (TNALP) 的抑制剂。也是通过钠非依赖性高亲和力 y + 转运体进行精氨酸细胞转运的抑制剂。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Azin Nowrouzi et al.
Biochemical and biophysical research communications, 330(2), 400-409 (2005-03-31)
Liver tissue is the source of 90% of serum alkaline phosphatase (AP). The serum levels and structures of tumor marker proteins change under many disease conditions as well as cancer. The study was aimed at determining the type of alkaline
Szilvia Erdélyi-Bótor et al.
Cephalalgia : an international journal of headache, 37(6), 571-580 (2016-05-22)
Background/Aim Migraine is a risk factor for the formation of silent brain white matter lesions (WMLs) that are possibly ischemic in nature. Although dysfunction of the L-arginine/nitric oxide (NO) pathway has been associated with oxidative stress and endothelial dysfunction in
Amino acids as modulators of endothelium-derived nitric oxide.
Kakoki M, Kim HS, Edgell CJ, et al.
American Journal of Physiology: Renal Physiology, 291, F297-F304 (2006)
Akiya Akahoshi et al.
Biochemical and biophysical research communications, 414(3), 625-630 (2011-10-18)
Arginine analogs were incorporated site-specifically into proteins using an in vitro translation system. In this system, mRNAs containing a CGGG codon were translated by an aminoacyl-tRNA(CCCG), which was charged with arginine analogs using yeast arginyl-tRNA synthetase. N(G)-monomethyl-L-arginine, L-citrulline and L-homoarginine
Robert N. Atkinson et al.
The Journal of organic chemistry, 64(10), 3467-3475 (2001-10-25)
Using the catalytic asymmetric Sharpless carbamate aminohydroxylation, conformationally restricted L-arginine and L-homoarginine derivatives (5-8) were prepared in good enantiomeric excess to investigate the binding requirements of L-arginine-based compounds with nitric oxide synthase. The L-arginine derivatives (5 and 6) inhibited both

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