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重要文件

377627

Sigma-Aldrich

2-亚氨基-1-咪唑啉乙酸

98%

同義詞:

1-羧甲基-2-亚氨基咪唑烷, 环肌酸

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About This Item

經驗公式(希爾表示法):
C5H9N3O2
CAS號碼:
分子量::
143.14
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22
暫時無法取得訂價和供貨情況

品質等級

化驗

98%

形狀

solid

溶解度

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

官能基

carboxylic acid

SMILES 字串

OC(=O)CN1CCNC1=N

InChI

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

InChI 密鑰

AMHZIUVRYRVYBA-UHFFFAOYSA-N

一般說明

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。[1] 它被报道为肌酸激酶的一种有效底物。[2] 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。[3]

應用

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。[1] 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。[4]
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

生化/生理作用

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。

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

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

標靶器官

Respiratory system

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

dust mask type N95 (US), Eyeshields, Gloves


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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
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
C B Cuono et al.
Plastic and reconstructive surgery, 101(6), 1597-1603 (1998-05-16)
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
J S Cantwell et al.
Biochemistry, 40(10), 3056-3061 (2001-03-22)
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
B A Teicher et al.
Cancer chemotherapy and pharmacology, 35(5), 411-416 (1995-01-01)
Cyclocreatine, an analog of creatine, is an efficient substrate for creatine kinase, but its phosphorylated form is a poor phosphate donor in comparison with creatine phosphate. Cyclocreatine was not very cytotoxic upon 24 h of exposure of human SW2 small-cell

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