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Chemical structure of DABCYL-γ-Abu-Arg-Pro-Lys-Pro-Val-Glu-Nva-Trp-Arg-Glu(EDANS)-Ala-Lys-NH₂

GA21359

DABCYL-γ-Abu-Arg-Pro-Lys-Pro-Val-Glu-Nva-Trp-Arg-Glu(EDANS)-Ala-Lys-NH₂

Also known as (4S)-4-[[(2S)-2-[[(2S)-1-[(2S)-6-amino-2-[[(2S)-1-[(2S)-5-carbamimidamido-2-[4-[[4-[[4-(dimethylamino)phenyl]diazenyl]benzoyl]amino]butanoylamino]pentanoyl]pyrrolidine-2-carbonyl]amino]hexanoyl]pyrrolidine-2-carbonyl]amino]-3-methylbutanoyl]amino]-5-[[(2S)-1-[[(2S)-1-[[(2S)-5-carbamimidamido-1-[[(2S)-1-[[(2S)-1-[[(2S)-1,6-diamino-1-oxohexan-2-yl]amino]-1-oxopropan-2-yl]amino]-1,5-dioxo-5-[2-[(5-sulfonaphthalen-1-yl)amino]ethylamino]pentan-2-yl]amino]-1-oxopentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-1-oxopentan-2-yl]amino]-5-oxopentanoic acid

A selective fluorogenic (FRET) matrix metalloproteinase (MMP) substrate· The kcat/Km value for MMP-3 (Stromelysin-1) is 29·000 M⁻¹s⁻¹, for MMP-13 13·000 M⁻¹s⁻¹, and for MMP-9 7·500 M⁻¹s⁻¹ (at pH 7·5, 25 °C)· The fluorescence increase is monitored using an excitation wavelength of 360 nm and an emission wavelength of 490 nm· No activity against this substrate could be measured with MMP1, MMP-7, and MMP-8 (kcat/Km < 1000 M⁻¹s⁻¹)

ChemicalCAS202273-56-1MW2078.48FormulaC99H144N28O20S
CAS number
202273-56-1
Molecular weight
2078.48
Formula
C99H144N28O20S
Solubility
Soluble in DMSO
InChIKey
CHJOVJMJSNVZOK-IHGIPRDASA-N
Catalogue number
GA21359
Brand
GLPBIO
Computed properties PubChem CID 131850914 · XLogP -2.8 · TPSA 765 Ų · H-bond donors 25
XLogP
-2.8
TPSA
765 Ų
H-bond donors
25
H-bond acceptors
28
Rotatable bonds
64
Heavy atoms
148

SMILES CCC[C@@H](C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCC(=O)NCCNC3=CC=CC4=C3C=CC=C4S(=O)(=O)O)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](C(C)C)NC(=O)[C@@H]5CCCN5C(=O)[C@H](CCCCN)NC(=O)[C@@H]6CCCN6C(=O)[C@H](CCCNC(=N)N)NC(=O)CCCNC(=O)C7=CC=C(C=C7)N=NC8=CC=C(C=C8)N(C)C

Computed descriptors from PubChem (CID 131850914), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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