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SML3326

WSP5

Name: WSP5
Brand: SIGMA

≥90% (HPLC), fluorescent hydrogen sulfide probe, powder

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

Assay:

≥90% (HPLC)

Form:

powder

Quality level:

100

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Product Name

WSP5, ≥90% (HPLC)

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

InChI

1S/C44H26N2O7S4/c47-41(30-12-2-5-15-37(30)54-56-39-17-7-9-23-45-39)50-27-19-21-33-35(25-27)52-36-26-28(20-22-34(36)44(33)32-14-4-1-11-29(32)43(49)53-44)51-42(48)31-13-3-6-16-38(31)55-57-40-18-8-10-24-46-40/h1-26H

InChI key

DSMMZTASSIAQPQ-UHFFFAOYSA-N

Related Categories

Bioactive Small Molecules

Biochem/physiol Actions

Cell-permeable, highly selective, turn-on fluorescent probe for hydrogen sulfide (H2S)

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

0000439164

0000341717

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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)

Global Trade Item Number

SKU	GTIN
SML3326-25MG	04065269131632
SML3326-5MG	04065269131649

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