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6-(7-Nitro-benzo[2,1,3]oxadiazol-4-ylamino)-hexanoyl-Arg-Pro-Lys-Pro-Leu-Ala-Nva-Trp-Lys((7-dimethylaminocoumarin-4-yl)-acetyl)-NH2

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

It is an excellent fluorogenic substrate for matrix metalloproteinase stromelysin (MMP-3) hydrolysis. The FRET substrate shows high sensitivity and improves accuracy at a lower substrate turnover. It has a kcat/Km value of 2.14·10⁴ M^-1s^-1 and can be easily detected at 350 nm (excitation) and 465 nm (emission). Therefore, it is a suitable tool for high-throughput inhibitor screening.

Category

Others

Catalog number

BAT-014402

CAS number

945414-97-1

Molecular Formula

C78H111N21O16

Molecular Weight

1598.87

Specification

IUPAC Name

(2S)-1-[(2S)-6-amino-2-[[(2S)-1-[(2S)-5-(diaminomethylideneamino)-2-[6-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]hexanoylamino]pentanoyl]pyrrolidine-2-carbonyl]amino]hexanoyl]-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-amino-6-[[2-[7-(dimethylamino)-2-oxochromen-4-yl]acetyl]amino]-1-oxohexan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]pyrrolidine-2-carboxamide

Synonyms

NBD-ε-aminocaproyl-Arg-Pro-Lys-Pro-Leu-Ala-Nva-Trp-Lys(DMACA)-NH2; L-Lysinamide, N2-[6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-1-oxohexyl]-L-arginyl-L-prolyl-L-lysyl-L-prolyl-L-leucyl-L-alanyl-L-norvalyl-L-tryptophyl-N6-[2-[7-(dimethylamino)-2-oxo-2H-1-benzopyran-4-yl]acetyl]-; NBD-Arg-Pro-Lys-Pro-Leu-Ala-Nva-Trp-Lys(DMC)-NH2; N2-{6-[(7-Nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanoyl}-L-arginyl-L-prolyl-L-lysyl-L-prolyl-L-leucyl-L-alanyl-L-norvalyl-L-tryptophyl-N6-{[7-(dimethylamino)-2-oxo-2H-chromen-4-yl]acetyl}-L-lysinamide

Purity

≥95%

Density

1.43±0.1 g/cm3 (Predicted)

Sequence

NBD-RPKPLA-Nva-WK(DMC)-NH2

Storage

Store at -20°C

Solubility

Soluble in DMSO

InChI

InChI=1S/C78H111N21O16/c1-7-20-55(71(105)92-59(40-48-44-86-52-22-11-10-21-50(48)52)73(107)89-54(69(80)103)23-13-16-35-84-65(101)41-47-42-66(102)114-63-43-49(96(5)6)29-30-51(47)63)90-70(104)46(4)87-72(106)58(39-45(2)3)93-75(109)62-27-19-38-98(62)77(111)57(24-12-14-33-79)91-74(108)61-26-18-37-97(61)76(110)56(25-17-36-85-78(81)82)88-64(100)28-9-8-15-34-83-53-31-32-60(99(112)113)68-67(53)94-115-95-68/h10-11,21-22,29-32,42-46,54-59,61-62,83,86H,7-9,12-20,23-28,33-41,79H2,1-6H3,(H2,80,103)(H,84,101)(H,87,106)(H,88,100)(H,89,107)(H,90,104)(H,91,108)(H,92,105)(H,93,109)(H4,81,82,85)/t46-,54-,55-,56-,57-,58-,59-,61-,62-/m0/s1

InChI Key

SCMRYUWYMBCNED-AHVFAWDSSA-N

Canonical SMILES

CCCC(C(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)NC(CCCCNC(=O)CC3=CC(=O)OC4=C3C=CC(=C4)N(C)C)C(=O)N)NC(=O)C(C)NC(=O)C(CC(C)C)NC(=O)C5CCCN5C(=O)C(CCCCN)NC(=O)C6CCCN6C(=O)C(CCCN=C(N)N)NC(=O)CCCCCNC7=CC=C(C8=NON=C78)[N+](=O)[O-]