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MedKoo CAT#: 406546
CAS#: 945611-88-1
Description: MV151 is a fluorescent broad-spectrum proteasome inhibitor for labeling proteasomes in vitro and in vivo. MV151 specifically targets all active subunits of the proteasome and immunoproteasome in living cells, allowing for rapid and sensitive in-gel detection. The inhibition profile of a panel of commonly used proteasome inhibitors could be readily determined by MV151 labeling. Administration of MV151 to mice allowed for in vivo labeling of proteasomes, which correlated with inhibition of proteasomal degradation in the affected tissues. This probe can be used for many applications ranging from clinical profiling of proteasome activity, to biochemical analysis of subunit specificity of inhibitors, and to cell biological analysis of the proteasome function and dynamics in living cells.
MedKoo Cat#: 406546
Name: MV151
CAS#: 945611-88-1
Chemical Formula: C59H91BF2N8O9S
Exact Mass: 1136.66908
Molecular Weight: 1137.27
Elemental Analysis: C, 62.31; H, 8.07; B, 0.95; F, 3.34; N, 9.85; O, 12.66; S, 2.82
Synonym: MV151; MV 151; MV-151; Bodipy TMRAhx(3)L(3)VS.
IUPAC/Chemical Name: 6-(3-(5,5-difluoro-7-(4-methoxyphenyl)-1,3-dimethyl-5H-4l4,5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-2-yl)propanamido)-N-((4S,7S,10S)-7,10-diisobutyl-2-methyl-4-((E)-2-(methylsulfonyl)vinyl)-6,9,12,19-tetraoxo-5,8,11,18-tetraazatetracosan-24-yl)hexanamide
InChi Key: JNIDQOOVQFMCNR-FWDZYPIVSA-N
InChi Code: InChI=1S/C59H91BF2N8O9S/c1-40(2)36-46(31-35-80(10,77)78)66-58(75)51(38-42(5)6)68-59(76)50(37-41(3)4)67-57(74)22-16-13-19-33-64-55(72)20-14-11-17-32-63-54(71)21-15-12-18-34-65-56(73)30-28-49-43(7)53-39-47-25-29-52(45-23-26-48(79-9)27-24-45)70(47)60(61,62)69(53)44(49)8/h23-27,29,31,35,39-42,46,50-51H,11-22,28,30,32-34,36-38H2,1-10H3,(H,63,71)(H,64,72)(H,65,73)(H,66,75)(H,67,74)(H,68,76)/b35-31+/t46-,50+,51+/m1/s1
SMILES Code: CC(C(CCC(NCCCCCC(NCCCCCC(NCCCCCC(N[C@@H](CC(C)C)C(N[C@@H](CC(C)C)C(N[C@@H](CC(C)C)/C=C/S(C)(=O)=O)=O)=O)=O)=O)=O)=O)=C1C)=[N+]2C1=CC3=CC=C(C4=CC=C(OC)C=C4)N3[B-](F)2F
1: Gu C, Kolodziejek I, Misas-Villamil J, Shindo T, Colby T, Verdoes M, Richau KH, Schmidt J, Overkleeft HS, van der Hoorn RA. Proteasome activity profiling: a simple, robust and versatile method revealing subunit-selective inhibitors and cytoplasmic, defense-induced proteasome activities. Plant J. 2010 Apr 1;62(1):160-70. doi: 10.1111/j.1365-313X.2009.04122.x. Epub 2009 Dec 23. PubMed PMID: 20042019.
2: Verdoes M, Florea BI, Menendez-Benito V, Maynard CJ, Witte MD, van der Linden WA, van den Nieuwendijk AM, Hofmann T, Berkers CR, van Leeuwen FW, Groothuis TA, Leeuwenburgh MA, Ovaa H, Neefjes JJ, Filippov DV, van der Marel GA, Dantuma NP, Overkleeft HS. A fluorescent broad-spectrum proteasome inhibitor for labeling proteasomes in vitro and in vivo. Chem Biol. 2006 Nov;13(11):1217-26. PubMed PMID: 17114003.