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88640

Sigma-Aldrich

1-Thioglycérol

≥99.0% (GC)

Synonyme(s) :

α-Monothioglycérol, α-Thioglycérol, 3-Mercapto-1,2-propanediol

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About This Item

Formule linéaire :
HSCH2CH(OH)CH2OH
Numéro CAS:
Poids moléculaire :
108.16
Numéro Beilstein :
1732046
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352211
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Niveau de qualité

Pureté

≥99.0% (GC)

Forme

liquid

Indice de réfraction

n20/D 1.527 (lit.)
n20/D 1.528

Point d'ébullition

118 °C/5 mmHg (lit.)

Densité

1.25 g/mL at 25 °C (lit.)

Chaîne SMILES 

OCC(O)CS

InChI

1S/C3H8O2S/c4-1-3(5)2-6/h3-6H,1-2H2

Clé InChI

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.

Notes préparatoires

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).

Pictogrammes

Skull and crossbones

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

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

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

210.2 °F - closed cup

Point d'éclair (°C)

99 °C - closed cup

Équipement de protection individuelle

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


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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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