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M2172

Sigma-Aldrich

1-Thioglycerol

BioXtra, ≥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:
96-27-5
Molecular Weight:
108.16
Beilstein:
1732046
EC Number:
202-495-0
MDL number:
MFCD00004879
UNSPSC Code:
12352211
PubChem Substance ID:
24896709
NACRES:
NA.25

product line

BioXtra

Quality Level

200

Assay

≥97%

form

liquid

impurities

≤0.0005% Phosphorus (P)

ign. residue

≤0.1%

refractive index

n20/D 1.527 (lit.)

bp

118 °C/5 mmHg (lit.)

density

1.25 g/mL at 25 °C (lit.)

cation traces

Al: ≤0.0005%
Ca: ≤0.0005%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤0.005%
Mg: ≤0.0005%
NH4+: ≤0.05%
Na: ≤0.02%
Pb: ≤0.001%
Zn: ≤0.0005%

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

It has been used in a study to assess thiol-sensitive genes and promoters of Escherichia coli.

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

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(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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  1. How does the storage temperature relate to shipping conditions?

    The storage conditions that a Sigma-Aldrich catalog and label recommend for products are deliberately conservative. For many products, long-term storage at low temperatures will increase the time during which they are expected to remain in specification and therefore are labeled accordingly. Where short-term storage, shipping time frame, or exposure to conditions other than those recommended for long-term storage will not affect product quality, Sigma-Aldrich will ship at ambient temperature. The products sensitive to short-term exposure to conditions other than their recommended long-term storage are shipped on wet or dry ice. Ambient temperature shipping helps to control shipping costs for our customers. At any time, our customers can request wet- or dry-ice shipment, but the special handling is at customer expense if our product history indicates that the product is stable for regular shipment. See Shipping and Storage for more information.

  2. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  3. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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  5. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  6. What is the concentration of the 1-thioglycerol?

    The liquid is not a solution of 1-thioglycerol in some solvent. Rather, it is a neat liquid (i.e., essentially pure 1-thioglycerol). Based on a density of 1.245 g/mL and a molecular weight of 108.2 g/mole, one can calculate an effective molarity of 11.5 M. This information may be found on the M1753 product information sheet.

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G T Javor et al.
Journal of bacteriology, 170(7), 3291-3293 (1988-07-01)
Mu dX(lac) insertion mutants of Escherichia coli CSH50 in which the expression of the lacZ gene was sensitive to the presence of exogenous 1-thioglycerol or dithiothreitol were isolated. Both stimulatory and inhibitory mutants were found. The existence of several thiol-sensitive
W K Seltzer et al.
Life sciences, 39(16), 1417-1424 (1986-10-20)
The infantile form of glycerol kinase (GK) deficiency (McKusick No. 30703) (1) is characterized by adrenal cortical insufficiency, adrenal hypoplasia and developmental delay. The underlying biochemical mechanism(s) responsible for the observed clinical presentations are undetermined. Pursuant to our examination of
G T Javor
Journal of bacteriology, 171(10), 5607-5613 (1989-10-01)
The effect of 1-thioglycerol on the expression of genes of Escherichia coli was investigated. Pulse-labeled proteins from aerobically growing, 1-thioglycerol-treated E. coli were separated by two-dimensional gel electrophoresis, and their radioactivities were compared with those of identical proteins from nontreated
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
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