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Key Documents

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88640

Sigma-Aldrich

1-tioglicerol

≥99.0% (GC)

Sinónimos:

α-Monotioglicerol, α-Tioglicerol, 3-Mercapto-1,2-propanodiol

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About This Item

Fórmula lineal:
HSCH2CH(OH)CH2OH
Número de CAS:
96-27-5
Peso molecular:
108.16
Beilstein/REAXYS Number:
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

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

210.2 °F - closed cup

flash_point_c

99 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «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)
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)
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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