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Key Documents

M1753

Sigma-Aldrich

1-Thioglycerol

≥97%

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:
Molecular Weight:
108.16
Beilstein:
1732046
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

Quality Level

Assay

≥97%

form

liquid

refractive index

n20/D 1.527 (lit.)

bp

118 °C/5 mmHg (lit.)

density

1.25 g/mL at 25 °C (lit.)

storage temp.

2-8°C

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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General description

1-Thioglycerol stimulates the synthesis of porphyrin in aerobically growing Escherichia coli. It is an inhibitor of glycerol kinase activity in vitro and in situ.

Application

1-Thioglycerol has been used in a study to assess the manipulation of aqueous growth of CdTe nanocrystals. It has also been used in a study that investigated the effect of surface attachment on ligand binding.

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

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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Hao Zhang et al.
Journal of the American Chemical Society, 128(31), 10171-10180 (2006-08-03)
The present article is devoted to systematically exploring the influence of various experimental variables, including the precursor concentration, the ligand nature, the counterion type, the Cd-to-Te molar ratio, pH, and temperature, on the aqueous growth of CdTe nanocrystals. The growth
G T Javor et al.
Journal of bacteriology, 174(3), 1072-1075 (1992-02-01)
1-Thioglycerol (TG) stimulates the synthesis of porphyrin in aerobically growing Escherichia coli. Here the levels of delta-aminolevulinate biosynthetic enzymes in untreated and TG-treated E. coli THU and PUC2 (a mutant of THU which overproduces porphyrins in the presence of thiols)
P Tengvall et al.
Biomaterials, 17(10), 1001-1007 (1996-05-01)
Thiol-modified surfaces are chemically well defined and suited for surface biological model experiments and biomaterials research. 3-Mercapto-1,2-propanediol (mercaptoglycerol, MG), immobilized on gold, spontaneously binds immunoglobulins from human serum and activates the complement system. The surface-bound complement factors were detected by
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
Valérie Gagnard et al.
Bioorganic & medicinal chemistry, 12(6), 1393-1402 (2004-03-17)
A new enzyme-labile group called S-acyl-3-thiopropyl group (SATP) has been synthesized from allylic esters of phosphonate. After demonstration of the enzyme-labile character of the SATP in cellular extracts, it has been introduced onto the phosphonate moiety of PFA (Foscarnet) to

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