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Sigma-Aldrich

1-Thioglycerol

≥99.0% (GC)

Synonym(s):

α-Monothioglycerol, α-Thioglycerol, 3-Mercapto-1,2-propanediol

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About This Item

Linear Formula:
HSCH2CH(OH)CH2OH
CAS Number:
96-27-5
Molecular Weight:
108.16
Beilstein:
1732046
EC Number:
202-495-0
MDL number:
MFCD00004879
UNSPSC Code:
12352211
PubChem Substance ID:
57653274
NACRES:
NA.25

Quality Level

200

Assay

≥99.0% (GC)

form

liquid

refractive index

n20/D 1.527 (lit.)
n20/D 1.528

bp

118 °C/5 mmHg (lit.)

density

1.25 g/mL at 25 °C (lit.)

SMILES string

OCC(O)CS

InChI

1S/C3H8O2S/c4-1-3(5)2-6/h3-6H,1-2H2

InChI key

PJUIMOJAAPLTRJ-UHFFFAOYSA-N

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Application

1-Thioglycerol, a derivatization reagent, is used to study the pH-sensitive photoluminescence of aqueous thiol-capped CdTe nanocrystals. 1-Thioglycerol is used to develop and test thiol-functionalized copolymers. 1-Thioglycerol is used as a post-modification agent in the generation of non-standard peptide foldamers.Potential substitute for 2-mercaptoethanol; probe for the study of lymphocyte activation.

Preparation Note

This product is miscible in ethanol (1 ml/ml, 50%, v/v), yielding a clear, colorless solution. It is also miscible in water (0.1 M).

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Skin Irrit. 2 - Skin Sens. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

210.2 °F - closed cup

Flash Point(C)

99 °C - closed cup

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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M G Goodman et al.
The Journal of experimental medicine, 145(3), 473-489 (1977-03-01)
The effect of 2-mercaptoethanol (2-ME) and alpha-thioglycerol (alpha TG) on proliferation and polyclonal activation of lymphocytes was studied in cultures of spleen cells from C3H mice. Inclusion in serum-free or serum-containing medium of the optimal concentration (5 x 10(-5) M)
C Unni et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 71(4), 1402-1407 (2008-06-11)
Nanoparticles of CdS were prepared at 303 K by aqueous precipitation method using CdSO4 and (NH4)2S in presence of the stabilizing agent thioglycerol. Adjustment of the thioglycerol (T) to ammonium sulphide (A) ratio (T:A) from 1:25 to 1:3.3 was done
L Tang et al.
Journal of biomedical materials research, 41(2), 333-340 (1998-06-25)
Biomaterial-mediated complement activation repeatedly has been invoked as a trigger of phagocyte reactions and inflammation. However, a direct correlation between complement activation and inflammatory responses to biomaterial surfaces has yet to be established. Using an animal implantation model and gold
Kimiko Ishiguro et al.
Molecular cancer therapeutics, 4(11), 1755-1763 (2005-11-09)
Cloretazine (VNP40101M; 101M; 1,2-bis(methylsulfonyl)-1-(2-chloroethyl)-2-[(methylamino)carbonyl]hydrazine) is a sulfonylhydrazine prodrug that generates both chloroethylating and carbamoylating species on activation. To explore the molecular mechanisms underlying the broad anticancer activity observed in preclinical studies, cloretazine and chloroethylating-only [i.e., 1,2-bis(methylsulfonyl)-1-(2-chloroethyl)hydrazine] and carbamoylating-only (i.e., 1,2-bis(methylsulfonyl)-1-[(methylamino)carbonyl]hydrazine)
Yohsuke Hanaoka et al.
PloS one, 9(4), e94930-e94930 (2014-04-17)
Tissue inhibitors of metalloproteinases (TIMPs) regulate matrix metalloproteinase activity and maintain extracellular matrix homeostasis. Although TIMP-3 has multiple functions (e.g., apoptosis, inhibition of VEGF binding to VEGF receptor, and inhibition of TNFα converting enzyme), its roles in thermogenesis and metabolism
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