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M5939

Sigma-Aldrich

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

>95% (HPLC)

Synonym(s):

GM6001, Galardin, Ilomastat

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About This Item

Empirical Formula (Hill Notation):
C20H28N4O4
CAS Number:
Molecular Weight:
388.46
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

>95% (HPLC)

form

solid

storage temp.

2-8°C

SMILES string

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

Application

(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.

Biochem/physiol Actions

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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