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Merck
CN

SML3402

HSip-1 trifluoroacetate hydrate

≥98% (HPLC)

Synonym(s):

Cyclen-AF-Cu trifluoroacetate hydrate, HSip 1, HSip1, Hydrogen Sulfide imaging probe-1, [N-(3′,6′-Dihydroxy-3-oxospiro[isobenzofuran-1(3H),9′-[9H]xanthen]-5-yl)-1,4,7,10-tetraazacyclododecane-1-acetamide-κN1,κN4,κN7,κN10]-copper(2+) trifluoroacetate hydrate

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About This Item

Empirical Formula (Hill Notation):
C30H33CuN5O6 · xC2HF3O2 · yH2O
Molecular Weight:
623.16 (anhydrous free base basis)
UNSPSC Code:
41121706
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
Storage condition:
protect from light

Key Documents

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SMILES string

O=C1OC2(C3=CC=C(NC(C[N]45CC[N@@]6([H])CC[N]7([H])CC[N@]([Cu@+2]765)([H])CC4)=O)C=C13)C8=CC=C(C=C8OC9=CC(O)=CC=C92)O.[y H2O]

assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

green to black

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Quality Level

100

Biochem/physiol Actions

Sensitive and selective hydrogen sulfide (H2S) fluorescent probe.
HSip-1 (Cyclen-AF-Cu; Hydrogen Sulfide imaging probe-1) is a sensitive hydrogen sulfide (H2S) fluorescent probe that displays a selective turn-on fluorescence response to sulfide anion (Ex/Em = 491/516 nm), but not GSH, L-Cys, DL-Hcy, 2-ME, DTT, SCN-, Na2SO3, Na2S2O3, or sodium ascorbate. HSip-1 is not membrane-permeable and is commonly employed for detecting H2S in media/buffers, cell lysates, blood, physiological fluids and tissue homogenates. HSip-1 is commonly used in the range from 1-100 μM depending on the H2S concentrations in samples, optimal probe concentration needs to be titred.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Cytoprotective effects of hydrogen sulfide-releasing N-methyl-D-aspartate receptor antagonists are mediated by intracellular sulfane sulfur
MedChemComm, 5(10), 1577-1583 (2014)
Sulfide catabolism ameliorates hypoxic brain injury
Nature Communications, 12(1), 3108-3108 (2021)
Development of a highly selective fluorescence probe for hydrogen sulfide
Journal of the American Chemical Society, 133(45), 18003-18005 (2011)

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