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Merck
CN

M5939

Sigma-Aldrich

(R)-N4-Hydroxy-N1-[(S)-2-(1H-indol-3-yl)-1-methylcarbamoyl-ethyl]-2-isobutyl-succinamide

>95% (HPLC)

别名:

GM6001

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关于此项目

经验公式(希尔记法):
C20H28N4O4
化学文摘社编号:
分子量:
388.46
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77
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质量水平

方案

>95% (HPLC)

表单

solid

储存温度

2-8°C

SMILES字符串

CNC([C@@H](NC([C@@H](C(C)C)CC(NC)=O)=O)CC1=CNC2=CC=CC=C21)=O

InChI

1S/C20H28N4O3/c1-12(2)15(10-18(25)21-3)19(26)24-17(20(27)22-4)9-13-11-23-16-8-6-5-7-14(13)16/h5-8,11-12,15,17,23H,9-10H2,1-4H3,(H,21,25)(H,22,27)(H,24,26)/t15-,17+/m1/s1

InChI key

PFBWZAGFLVKAGR-WBVHZDCISA-N

应用

(R)-N4-Hydroxy-N1-[(S)-2-(1H-indol-3-yl)-1-methylcarbamoyl-ethyl]-2-isobutyl-succinamide has been used:
  • To study its effect on the profiling of active aggrecanases and their specific aggrecan degradation fragments.
  • To study the involvement of autocrine EGF (epidermal growth factor) receptor activation in the regulation of the morphogenetic process, using human umbilical vein endothelial cells.
  • To study the effect of GM6001 blockade on the expression of angiotensin II, the interstitial collagenases and soluble elastin fragments in explant culture supernatants.

生化/生理作用

GM6001 promotes cardiovascular and hepatocellular function.
Inhibits a wide variety of matrix metalloproteases with Kis in the nanomolar range. Active in a number of animal models of diseases where matrix metalloproteases are thought to be involved.

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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The effect of protease inhibitors on the induction of osteoarthritis-related biomarkers in bovine full-depth cartilage explants
He Y, et al.
PLoS ONE, 10(4), e0122700-e0122700 (2015)
D Grobelny et al.
Biochemistry, 31(31), 7152-7154 (1992-08-11)
The hydroxamic acid HONHCOCH2CH(i-Bu)CO-L-Trp-NHMe, isomer 6A (GM 6001), inhibits human skin fibroblast collagenase with Ki of 0.4 nM using the synthetic thiol ester substrate Ac-Pro-Leu-Gly-SCH(i-Bu)CO-Leu-Gly-OEt at pH 6.5. The other isomer, 6B, which has the opposite configuration at the CH2CH(i-Bu)CO
Administration of a matrix metalloproteinase inhibitor after hemorrhage improves cardiovascular and hepatocellular function.
Wang P, et al.
Shock, 6(5), 377-382 (1996)
Evan L Nichols et al.
Cell reports, 30(1), 9-17 (2020-01-09)
Regeneration following spinal root avulsion is broadly unsuccessful despite the regenerative capacity of other PNS-located nerves. By combining focal laser lesioning to model root avulsion in zebrafish, time-lapse imaging, and transgenesis, we identify that regenerating DRG neurons fail to recapitulate
Autocrine EGF receptor activation mediates endothelial cell migration and vascular morphogenesis induced by VEGF under interstitial flow
Semino CE, et al.
Experimental Cell Research, 312(3), 289-298 (2006)

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