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H1384

Sigma-Aldrich

Hypotaurine

≥98% (TLC)

Synonym(s):

2-Aminoethanesulfinic acid

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About This Item

Empirical Formula (Hill Notation):
C2H7NO2S
CAS Number:
300-84-5
Molecular Weight:
109.15
MDL number:
MFCD00038197
UNSPSC Code:
12352100
PubChem Substance ID:
57654233
NACRES:
NA.22

Assay

≥98% (TLC)

color

white to off-white

solubility

H2O: 100 mg/mL

SMILES string

NCCS(O)=O

InChI

1S/C2H7NO2S/c3-1-2-6(4)5/h1-3H2,(H,4,5)

InChI key

VVIUBCNYACGLLV-UHFFFAOYSA-N

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Application

Hypotaurine has been used as a supplement in fertilization medium (Fert- tyrode albumin lactate pyruvate (TALP)), which used in in-vitro fertilization and evaluation of embryo development. It is also used as a H2S scavenger.

Biochem/physiol Actions

Hypotaurine, a cystamine analog, is the precursor for taurine synthesis. It can act as an antioxidant and singlet oxygen scavenger, thereby protecting cells from oxidative damage. Hypotaurine is reported to play an important role in the maintenance and stimulation of sperm motility and also in vitro fertilization and embryo development.
Antioxidant that binds hydroxyl radicals. Endogenous inhibitory neuromodulator that is blocked by strychnine and picrotoxin. Inhibits the Na2+-dependent transport of GABA and β-alanine. It is a degradation product of cysteine and a precursor of taurine.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Keiji Mochida et al.
PloS one, 8(1), e49316-e49316 (2013-01-24)
Procedures for cryopreserving embryos vary considerably, each having its specific advantages and disadvantages in terms of technical feasibility, embryo survival yield, temperature permissibility and species- or strain-dependent applicability. Here we report a high osmolality vitrification (HOV) method that is advantageous
The antioxidant action of taurine, hypotaurine and their metabolic precursors.
Aruoma OI
The Biochemical Journal, 256(1), 251-251 (1988)
Hypotaurine protection on cell damage by singlet oxygen.
Pitari G
Taurine 4, 157-162 (2002)
The Significance of hydrogen sulfide for Arabidopsis seed germination.
Baudouin E, et al.
Frontiers in Plant Science, 7, 930-930 (2016)
M M Mahadevan et al.
Fertility and sterility, 43(2), 263-267 (1985-02-01)
Removal of cumulus may increase the chance of fertilization in patients with sperm antibodies, may facilitate fertilization in vitro with a small number of spermatozoa, and is necessary for microsurgical injection procedures in vitro. The aim of this study was
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