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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)
S Kanagaraja et al.
Journal of biomedical materials research, 46(4), 582-591 (1999-07-09)
Monolayers of glutathione (GSH) and 3-mercapto-1,2-propanediol (MG) on gold were tested for their bioreactivity by assessing the degree of inflammatory reaction as manifested by the adherence and activation of platelets and white blood cells (wbc) after exposure to blood ex
Nadja Franz et al.
Organic & biomolecular chemistry, 7(24), 5207-5218 (2009-12-22)
Hydrophilic/hydrophobic patterning is a powerful strategy to control folding in non-natural polymers/oligomers. In this contribution, we present a novel strategy for the preparation of alternating hydrophilic/hydrophobic patterned non-natural peptide foldamers. This strategy relies on the post-modification of a reactive peptide
Doron Burshtain et al.
Physical chemistry chemical physics : PCCP, 8(1), 158-164 (2006-02-17)
The difference in the heterogeneous binding of Mg(2+), Ca(2+) and Sr(2+) ions by 1-thioglycerol (TG) and 1,4-dithiothreitol (DTT) spontaneously adsorbed monolayers on Au has been studied following the changes in the double layer capacity. A mathematical treatment, based on calculating
Jonas Wetterö et al.
Biomaterials, 23(4), 981-991 (2002-01-17)
Since the realization of a complement activation capacity by artificial surfaces upon contact with blood, a common belief has evolved that charged nucleophilic surface groups such as amine (-NH2) and hydroxyl (-OH) react with and eventually bind to the internal
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