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Merck

377627

Sigma-Aldrich

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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1 G
$122.00

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1 G
$122.00

About This Item

经验公式(希尔记法):
C5H9N3O2
CAS号:
分子量:
143.14
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

$122.00


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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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
Vijay Pralhad Kale et al.
Regulatory toxicology and pharmacology : RTP, 117, 104750-104750 (2020-08-04)
Cyclocreatine (LUM-001), a creatine analog, was evaluated for its nonclinical toxicity in Sprague Dawley (SD) rats. Deionized water as a vehicle control article or cyclocreatine was administered by oral gavage twice daily (approximately 12 ± 1 h apart) at 30, 100 and 300 mg/kg/dose
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)
N Askenasy et al.
The American journal of physiology, 273(2 Pt 1), C741-C746 (1997-08-01)
Creatine kinase (CK) has been implicated in affecting cell growth, and the CK substrates creatine (Cr) and cyclocreatine (CyCr) have been shown to have anti-tumor activity. The influence of Cr and CyCr on liver regeneration following major hepatectomy was evaluated
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

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