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Chemical structure of DABCYL-γ-Abu-Ser-Gln-Asn-Tyr-Pro-Ile-Val-Gln-EDANS

GA21362

DABCYL-γ-Abu-Ser-Gln-Asn-Tyr-Pro-Ile-Val-Gln-EDANS

Also known as 5-[2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-1-[(2S)-2-[[(2S)-4-amino-2-[[(2S)-5-amino-2-[[(2S)-2-[4-[[4-[[4-(dimethylamino)phenyl]diazenyl]benzoyl]amino]butanoylamino]-3-hydroxypropanoyl]amino]-5-oxopentanoyl]amino]-4-oxobutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]pyrrolidine-2-carbonyl]amino]-3-methylpentanoyl]amino]-3-methylbutanoyl]amino]-5-oxopentanoyl]amino]ethylamino]naphthalene-1-sulfonic acid

The fluorogenic HIV-1 protease substrate DABCYL-Gaba-SQNYPIVQ-EDANS consists of an octapeptide with a fluorescent donor (EDANS) and a quenching acceptor (DABCYL), attached at the COOH- and NH?-termini· The γ-Abu spacer was inserted to avoid potential steric hindrance of substrate binding by the bulky acceptor· This FRET substrate is cleaved by the HIV-1 protease at the Tyr-Pro bond which results in a time-dependent increase in fluorescence intensity; excitation at 340 nm, emission at 490 nm

ChemicalCAS127134-13-8MW1532.74FormulaC73H97N17O18S
CAS number
127134-13-8
Molecular weight
1532.74
Formula
C73H97N17O18S
Solubility
Soluble in DMSO
InChIKey
QWNZDVLUBHVXEG-OYZHKFNYSA-N
Catalogue number
GA21362
Brand
GLPBIO
Computed properties PubChem CID 16175390 · XLogP 1.3 · TPSA 555 Ų · H-bond donors 16
XLogP
1.3
TPSA
555 Ų
H-bond donors
16
H-bond acceptors
22
Rotatable bonds
42
Heavy atoms
109

SMILES CC[C@H](C)[C@@H](C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCC(=O)N)C(=O)NCCNC1=CC=CC2=C1C=CC=C2S(=O)(=O)O)NC(=O)[C@@H]3CCCN3C(=O)[C@H](CC4=CC=C(C=C4)O)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CO)NC(=O)CCCNC(=O)C5=CC=C(C=C5)N=NC6=CC=C(C=C6)N(C)C

Computed descriptors from PubChem (CID 16175390), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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