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SML3326

Sigma-Aldrich

WSP5

≥90% (HPLC)

Synonym(s):

1,1′-(3-Oxospiro[isobenzofuran-1(3H),9′-[9H]xanthene]-3′,6′-diyl) bis[2-(2-pyridinyldithio)benzoate], Benzoic acid, 2-(2-pyridinyldithio)-, 1,1′-(3-oxospiro[isobenzofuran-1(3H),9′-[9H]xanthene]-3′,6′-diyl) ester, H2S fluorescent probe WSP5, Hydrogen sulfide fluorescent probe WSP-5, WSP-5

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About This Item

Empirical Formula (Hill Notation):
C44H26N2O7S4
CAS Number:
1593024-78-2
Molecular Weight:
822.95
UNSPSC Code:
12352200
NACRES:
NA.21

Quality Level

100

Assay

≥90% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (Warmed)

storage temp.

2-8°C

SMILES string

O=C(C1=C(SSC2=NC=CC=C2)C=CC=C1)OC3=CC=C4C(OC5=CC(OC(C6=C(SSC7=NC=CC=C7)C=CC=C6)=O)=CC=C5C48OC(C9=C8C=CC=C9)=O)=C3

Biochem/physiol Actions

WSP5 is a cell-permeable fluoresceinyl pyridine disulfide compound that acts as a highly selective, fast- and time-dependent nucleophilic substitution–cyclization-based H2S sensitive fluorescent turn-on live cells probe (60-fold; ƛex = 502 nm & ƛem = 525 nm; ɸ = 0.20 & a detection limit = 47 nM). WSP5 is reported to function over biological pH ranges and insensitive towards bio-thiols, various reactive sulfur species and esterases.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Fluorescent probes based on nucleophilic substitution-cyclization for hydrogen sulfide detection and bioimaging
Chemistry (Weinheim An Der Bergstrasse, Germany), 20(4), 1010-1016 (2014)
Inhibitors of bacterial H2S biogenesis targeting antibiotic resistance and tolerance
Science, 372(6547), 1169-1175 (2021)
Data-Driven Identification of Hydrogen Sulfide Scavengers
Angewandte Chemie (International Edition in English), 58(32), 10898-10902 (2019)

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