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Merck

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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About This Item

线性分子式:
H2NC(=NH)NH(CH2)4CH(NH2)CO2H · HCl
CAS号:
分子量:
224.69
Beilstein:
4016621
EC號碼:
MDL號碼:
分類程式碼代碼:
12352209
PubChem物質ID:
NACRES:
NA.26

product name

L-高精氨酸 盐酸盐, unnatural arginine analog

化驗

≥98% (TLC)

形狀

powder

顏色

white to off-white

mp

213-215 °C (lit.)

溶解度

H2O: soluble

應用

peptide synthesis

SMILES 字串

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 密鑰

YMKBVNVCKUYUDM-JEDNCBNOSA-N

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應用

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。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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Michael D Wetzel et al.
Physiological reports, 9(5), e14766-e14766 (2021-03-14)
Recently we showed that homoarginine supplementation confers kidney protection in diabetic mouse models. In this study we tested whether the protective effect of homoarginine is nitric oxide synthase-3 (NOS3)-independent in diabetic nephropathy (DN). Experiments were conducted in NOS3 deficient (NOS3-/-
Gabor Tajti et al.
Allergy, asthma, and clinical immunology : official journal of the Canadian Society of Allergy and Clinical Immunology, 14, 2-2 (2018-01-09)
Contribution of nitric-oxide (NO) pathway to the pathogenesis of bronchial asthma (asthma) is ambiguous as NO may confer both protective and detrimental effects depending on the NO synthase (NOS) isoforms, tissue compartments and underlying pathological conditions (e.g. systemic inflammation). Asymmetric
Roman N Rodionov et al.
Journal of the American Heart Association, 8(14), e012486-e012486 (2019-07-16)
Background Homoarginine ( hA rg) has been shown to be cardioprotective in a model of ischemic heart failure; however, the mechanism remains unknown. hA rg can inhibit tissue-nonspecific alkaline phosphatase ( TNAP ), an enzyme that promotes vascular calcification. We
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
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

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