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M1753 Sigma

1-Thioglycerol

≥97%

Synonym: α-Monothioglycerol, α-Thioglycerol, 3-Mercapto-1,2-propanediol

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Properties

Related Categories Biochemicals and Reagents, Carbohydrates, Carbohydrates A to Z, Carbohydrates M-O, Monosaccharide More...
assay   ≥97%
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

Description

Frequently Asked Questions

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General description

1-Thioglycerol stimulates the synthesis of porphyrin in aerobically growing Escherichia coli. 3 It is an inhibitor of glycerol kinase activity in vitro and in situ.

Packaging

100, 500 mL in glass bottle

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).

Application

1-Thioglycerol has been used in a study to assess the manipulation of aqueous growth of CdTe nanocrystals. 1 It has also been used in a study that investigated the effect of surface attachment on ligand binding. 2

Price and Availability

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Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
Hazard Codes (Europe) 
Xn
Risk Statements (Europe) 
Safety Statements (Europe) 
26-36
RIDADR 
UN 2810 6.1 / PGIII
WGK Germany 
3
RTECS 
TY8140000
Flash Point(F) 
235.4 °F
Flash Point(C) 
113 °C

Protocols & Articles

Peer-Reviewed Papers

References

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1. Manipulation of aqueous growth of CdTe nanocrystals to fabricate colloidally stable one-dimensional nanostructures Zhang, H., et al. J. Am. Chem. Soc. 128, 10171-80, (2006)

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2. The effect of surface attachment on ligand binding: studying the association of Mg2+, Ca2+ and Sr2+ by 1-thioglycerol and 1,4-dithiothreitol monolayers Burshtain, D. and D. Mandler Phys. Chem. Chem. Phys. 8, 158-64, (2006)

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3. Enzymatic basis of thiol-stimulated secretion of porphyrins by Escherichia coli Javor, G. and E. Febre J. Bacteriol. 174, 1072-5, (1992)

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CDC42 inhibition suppresses progression of incipient intestinal tumors. Sakamori R, Yu S, Zhang X, et al. Cancer Res. 74(19), 5480-92, (2014)

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Complement activation and inflammation triggered by model biomaterial surfaces. Tang L, Liu L, and Elwing HB J. Biomed. Mater. Res. 41(2), 333-40, (1998)

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A post-modification approach to peptide foldamers. Franz N, Menin L, Klok HA. Org. Biomol. Chem. 7, 5207-5218, (2009)

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Synthesis and in vitro evaluation of S-acyl-3-thiopropyl prodrugs of Foscarnet. Gagnard V, Leydet A, Morère A, et al. Bioorg. Med. Chem. 12(6), 1393-402, (2004)

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Complement activation by 3-mercapto-1,2-propanediol immobilized on gold surfaces. Tengvall P, Askendal A, and Lundström I Biomaterials 17(10), 1001-7, (1996)

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Structure-activity relationships in toll-like receptor-2 agonistic diacylthioglycerol lipopeptides. Wu W, Li R, Malladi SS, et al. J. Med. Chem. 53(8), 3198-213, (2010)

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Surface characterization, protein adsorption, and initial cell-surface reactions on glutathione and 3-mercapto-1,2,-propanediol immobilized to gold. Kanagaraja S, Alaeddine S, Eriksson C, et al. J. Biomed. Mater. Res. 46(4), 582-91, (1999)

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On the binding of complement to solid artificial surfaces in vitro. Wetterö J, Askendal A, Bengtsson T, et al. Biomaterials 23(4), 981-91, (2002)

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Studies on optical absorption and photoluminescence of thioglycerol-stabilized CdS quantum dots. Unni C, Philip D, and Gopchandran KG Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 71(4), 1402-7, (2008)

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Role of O6-alkylguanine-DNA alkyltransferase in the cytotoxic activity of cloretazine. Ishiguro K, Shyam K, Penketh PG, et al. Mol. Cancer Ther. 4(11), 1755-63, (2005)

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Thio arsenosugars in freshwater mussels from the Danube in Hungary. Soeroes C, Goessler W, Francesconi KA, et al. J. Environ. Monit. 7(7), 688-92, (2005)

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Fast atom bombardment mass spectrometry. Seifert WE and Caprioli RM Meth. Enzymol. 270, 453-86, (1996)

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Nucleoside conjugates. 13. Synthesis and antitumor activity of 1-beta-D-arabinofuranosylcytosine conjugates of thioether lipids with improved water solubility. Hong CI, Nechaev A, Kirisits AJ, et al. J. Med. Chem. 36(12), 1785-90, (1993)

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Apoptosis in Burkitt lymphoma cells is prevented by promotion of cysteine uptake. Falk MH, Meier T, Issels RD, et al. Int. J. Cancer 75(4), 620-5, (1998)

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2-Mercaptoethanol is a survival factor for olfactory, cortical and hippocampal neurons in short-term dissociated cell culture. Grill RJ and Pixley SK Brain Res. 613(1), 168-72, (1993)

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Liquid secondary ion mass spectrometry of porphyrin dimers: reduction reactions and structural characterisation. Domingues MR, Santana-Marques MG, Domingues P, et al. Rapid Commun. Mass Spectrom. 14(21), 2025-9, (2000)

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Water determination in drugs containing thiols. Sherman F and Kuselman I Int. J. Pharm. 190(2), 193-6, (1999)

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Mechanism-based inactivation of coenzyme B12-dependent diol dehydratase by 3-unsaturated 1,2-diols and thioglycerol. Toraya T, Tamura N, Watanabe T, et al. J. Biochem. 144(4), 437-46, (2008)

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Diastereoisomerism of thiol complexes of arsenic acids and pseudoasymmetry of arsenic: a 1H and 13C NMR study. Edmonds JS, Nakayama T, Kondo T, et al. Magn. Reson. Chem. 44(2), 151-62, (2006)

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Synthesis and antitumor activity of 1-beta-D-arabinofuranosylcytosine conjugates of optical isomers of ether and thioether lipids. Hong CI, An SH, Nechaev A, et al. Lipids 28(11), 1021-6, (1993)

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Simultaneous determination of water and enediols or thiols in chemical products and drugs not amenable to direct Karl Fischer titration. Kuselman I, Sherman F, Bourenko T, et al. J. AOAC Int. 82(4), 840-61, (1999)

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Enzymatic determination of endometrial tissue glycogen in the presence of reducing groups. Kowalski WB and Chatterton RT Anal. Biochem. 252(1), 207-10, (1997)

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The conformational properties of the antineoplastic ether lipid 1-thiohexadecyl-2-O-methyl-S-glycero-3-phosphocholine. Mavromoustakos T, Theodoropoulou E, Yang DP, et al. Chem. Phys. Lipids 84(1), 21-34, (1996)

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Alteration of cell cycle kinetics by reducing agents in human peripheral blood lymphocytes from adult and senescent donors. Kubbies M Cell Prolif. 25(3), 157-68, (1992)

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Thiol-functionalized copolymeric polyesters by lipase-catalyzed esterification and transesterification of 1,12-dodecanedioic acid and its diethyl ester, respectively, with 1-thioglycerol. Fehling E, Bergander K, Klein E, et al. Biotechnol. Lett. 32, 1463-1471, (2010)

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Merck 14,9335

Beil. 1,III,2339

Aldrich MSDS 1, 1163:C / Corp MSDS 1 (2), 2211:C / FT-IR 1 (1), 262:C / FT-IR 2 (1), 417:A / FT-NMR 1 (1), 423:B / IR-Spectra (2), 138:F / IR-Spectra (3), 154:H / NMR-Reference 2 (1), 229:A / RegBook 1 (1), 283:A / Sax 6, 1959 / Sigma FT-IR 1 (2), 760:A / Structure Index 1, 38:C:8 / Vapor Phase 3, 345:C

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