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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)
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
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
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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