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Merck
CN

377627

2-亚氨基-1-咪唑啉乙酸

98%

别名:

1-羧甲基-2-亚氨基咪唑烷, 环肌酸

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经验公式(希尔记法):
C5H9N3O2
化学文摘社编号:
分子量:
143.14
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
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产品名称

2-亚氨基-1-咪唑啉乙酸, 98%

InChI

1S/C5H9N3O2/c6-5-7-1-2-8(5)3-4(9)10/h1-3H2,(H2,6,7)(H,9,10)

SMILES string

OC(=O)CN1CCNC1=N

InChI key

AMHZIUVRYRVYBA-UHFFFAOYSA-N

assay

98%

form

solid

solubility

1 M HCl: soluble 25 mg/mL, clear, colorless

functional group

carboxylic acid

Quality Level

Application

2-亚氨基-1-咪唑烷乙酸(环肌酸)适用于研究环肌酸对裸鼠皮下移植的LS174T人结肠腺癌的生长抑制作用。 它可用于评估脑型肌酸激酶(CKB)在香烟烟雾诱导的支气管上皮细胞衰老中的作用。
心脏线粒体呼吸作用免受甲基乙二醛抑制的保护剂

霍奇金病衍生细胞系的生长抑制

在大鼠肝癌发生模型中作用的研究

Biochem/physiol Actions

可以保护组织免受缺血性损伤的肌酸类似物;通过肌酸激酶可以降低 ATP 的合成率,还可抑制肿瘤细胞系的增殖,特征就是高水平的肌酸激酶表达。

General description

2-亚氨基-1-咪唑烷乙酸(环肌酸)是肌酸的一种类似物。据报道,它在某些移植的人或啮齿类肿瘤体内展现出了抗肿瘤的效果。 它被报道为肌酸激酶的一种有效底物。 它是一种抗癌和神经保护剂。通过X射线衍射方法研究了环肌酸的晶体结构。据报道,它在单斜晶系中结晶为两性离子。

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Creatine kinase (CK) catalyzes the reversible phosphorylation of the guanidine substrate, creatine, by MgATP. Although several X-ray crystal structures of various isoforms of creatine kinase have been published, the detailed catalytic mechanism remains unresolved. A crystal structure of the CK
R W Wiseman et al.
The Journal of biological chemistry, 270(21), 12428-12438 (1995-05-26)
The hypothesis tested was whether creatine kinase (CK) equilibrates with its substrates and products in the cytosol as if in solution. We used the creatine analogs cyclocreatine (cCr) or beta-guanidopropionate (beta GPA) to test if mass action ratios (gamma) for
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A general understanding of the pivotal role of phosphocreatine (PCr) as the principal determinant of skin flap survival is now emerging. Definitive metabolic investigations using phosphorus (31P) and proton (1H) magnetic resonance spectroscopy (MRS) have established that the inability to
R T Matthews et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 18(1), 156-163 (1998-01-24)
The gene defect in Huntington's disease (HD) may result in an impairment of energy metabolism. Malonate and 3-nitropropionic acid (3-NP) are inhibitors of succinate dehydrogenase that produce energy depletion and lesions that closely resemble those of HD. Oral supplementation with
Cyclocreatine, an anticancer and neuroprotective agent. Spectroscopic, structural and theoretical study.
Pis-Diez R, et al.
Journal of Molecular Structure, 975(1), 303-309 (1995)

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