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SML0100

Sigma-Aldrich

GYY4137 Dichloromethane complex

≥98% (HPLC), powder, H₂S donor

Synonym(s):

P-(4-Methoxyphenyl)-P-4-morpholinyl-phosphinodithioic acid, compound with morpholine (1:1), morpholin-4-ium 4-methoxyphenyl(morpholino) phosphinodithioate dichloromethane complex

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About This Item

Empirical Formula (Hill Notation):
C11H16NO2PS2 · C4H9NO · xCH2Cl2
CAS Number:
106740-09-4
Molecular Weight:
376.47
UNSPSC Code:
12352200
PubChem Substance ID:
329825158
NACRES:
NA.25

product name

GYY4137 Dichloromethane complex, ≥98% (HPLC)

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥3 mg/mL

storage temp.

2-8°C

SMILES string

ClCCl.S=P(N1CCOCC1)([S-])C2=CC=C(OC)C=C2.C3COCC[NH2+]3

InChI

1S/C11H16NO2PS2.C4H9NO.CH2Cl2/c1-13-10-2-4-11(5-3-10)15(16,17)12-6-8-14-9-7-12;1-3-6-4-2-5-1;2-1-3/h2-5H,6-9H2,1H3,(H,16,17);5H,1-4H2;1H2

InChI key

PKLNNEJKTAMITC-UHFFFAOYSA-N

Application

GYY4137 Dichloromethane complex has been used as a non-isothiocyanate H2S (hydrogen sulfide) donor.

Biochem/physiol Actions

GYY4137 is a small molecule releaser of H2S with vasodilator and antihypertensive activity. H2S has been found to be an important biological mediator with multiple effects on neuromodulation, hypertension, inflammation, and vascular tone. GYY4137 should prove useful in the study of the many and varied biological effects of H2S.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Shan Jiang et al.
Journal of cellular and molecular medicine, 25(7), 3437-3448 (2021-03-07)
Hyperhomocysteinaemia (HHcy)-impaired endothelial dysfunction including endoplasmic reticulum (ER) stress plays a crucial role in atherogenesis. Hydrogen sulphide (H2 S), a metabolic production of Hcy and gasotransmitter, exhibits preventing cardiovascular damages induced by HHcy by reducing ER stress, but the underlying
Ling Li et al.
Circulation, 117(18), 2351-2360 (2008-04-30)
The potential biological significance of hydrogen sulfide (H(2)S) has attracted growing interest in recent years. The aim of this study was to characterize a novel, water-soluble, slow-releasing H(2)S compound [morpholin-4-ium 4 methoxyphenyl(morpholino) phosphinodithioate (GYY4137)] and evaluate its use as a
Asefeh Mohammadi et al.
Scientific reports, 14(1), 12400-12400 (2024-05-30)
Cryopreservation of sperm can cause oxidative stress and damage, leading to decreased different functional parameters and fertilization potential. In this study, we evaluated two types of H2S donors: NaHS, a fast-releasing donor, and GYY4137, a slow-releasing donor during cryopreservation of
Effects of natural and synthetic isothiocyanate-based H2S-releasers against chemotherapy-induced neuropathic pain: Role of Kv7 potassium channels.
Di Cesare Mannelli L et al.
Neuropharmacology, 121, 49-49 (2007)
Pooja Malaviya et al.
Eye and vision (London, England), 11(1), 5-5 (2024-01-17)
Diabetic retinopathy is a progressive disease, and one of the key metabolic abnormalities in the pathogenesis of diabetic retinopathy, mitochondrial damage, is also influenced by the duration of hyperglycemia. Mitochondrial quality control involves a coordination of mitochondrial dynamics, biogenesis and
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