DL-Dithiothreitol

Base Information

• Chemical Name: DL-Dithiothreitol
• CAS No.: 27565-41-9
• Molecular Formula: C4H10O2S2
• Molecular Weight: 154.254
• Hs Code.: 2930909090
• Mol file: 27565-41-9.mol

Synonyms:2,3-Butanediol, 1,4-dimercapto-, (R*,R*)-;Threitol, 1,4-dithio- (7CI,8CI);(±)-1,4-Dimercapto-2,3-butanediol;1,4-Dithiothreitol;3: PN: FR2950697 SEQID: 3 claimed sequence;DTT (threitol derivative);

Chemical Property of DL-Dithiothreitol

Chemical Property:

• Appearance/Colour: White crystalline powder
• Melting Point: 41-44 °C(lit.)
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 125-130 °C (2 mmHg)
• Flash Point: >230 °F
• PSA: 118.06000
• Density: 1.04 g/mL at 20 °C
• LogP: -0.43220
• Storage Temp.: 2-8°C
• Solubility.: H2O: 50 mg/mL, clear, colorless
• Water Solubility.: Soluble

Purity/Quality:

98% ^*data from raw suppliers

(D,L)-1,4-Dithiothreitol,99.5+%,MolecularBiologyGrade MolecularBiologyGrade ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 25-36/37/38-22
• Safety Statements: 26-45-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Reagent for the quantitative reduction of disulfide group. Prevents the oxidation of cholecystokinin during its extraction from brain and duodenal tissues. Cleavage of disulfide bonds in proteins. DTT is a cell permeable protective agent for Thiol groups.

Technology Process of DL-Dithiothreitol

There total 23 articles about DL-Dithiothreitol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 68.0%

trans-1,2-dithiane-4,5-diol (16096-98-3,37031-12-2,40227-25-6,74185-01-6,86023-22-5,89825-28-5,14193-38-5) → 1,4-dithio-D,L-threitol (27565-41-9)

Guidance literature:

In aq. phosphate buffer; for 24h; pH=7;

DOI:10.1002/anie.201307481

Reference yield:

dihydrolipoic acid (462-20-4) + trans-1,2-dithiane-4,5-diol (16096-98-3,37031-12-2,40227-25-6,74185-01-6,86023-22-5,89825-28-5,14193-38-5) → 1,4-dithio-D,L-threitol (27565-41-9) + Thioctic acid (1077-28-7,62-46-4)

Guidance literature:

In water-d2; for 48h; Equilibrium constant; phosphate buffer (pD 7.0); also in CD₃OD/D₂O;

DOI:10.1021/jo00055a016

Reference yield:

→ N,N-dimethyl-formamide (68-12-2,33513-42-7) + diothiothreitol (3483-12-3,6892-68-8,7634-42-6,16096-97-2,27565-41-9,35454-97-8)

Guidance literature:

upstream raw materials:

dihydrolipoic acid

trans-1,2-dithiane-4,5-diol

N,N'-dimethyl-N,N'-bis(mercaptoacetyl)hydrazine

d(-Cys-Gly)

Downstream raw materials:

4,5-dihydroxy-1,2-dithiane

thiophenol

<2>(2,6)Naphthalino<2>paracyclophan-1,11-dien

diphenyldisulfane

Refernces

• 1、 Becker, Katja,Busker, Sander,Felber, Jan G.,Maier, Martin S.,Poczka, Lena,Scholzen, Karoline,Theisen, Ulrike,Thorn-Seshold, Julia,Thorn-Seshold, Oliver,Zeisel, Lukas,Arnér, Elias S. J.,Brandst?dter, Christina. "Selective, Modular Probes for Thioredoxins Enabled by Rational Tuning of a Unique Disulfide Structure Motif". supporting information. p. 8791 - 8803. Retrieved 2021/06/27.
• 2、 McNulty, James,Krishnamoorthy, Venkatesan,Amoroso, Dino,Moser, Michael. "Tris(3-hydroxypropyl)phosphine (THPP): A mild, air-stable reagent for the rapid, reductive cleavage of small-molecule disulfides". . p. 4114 - 4117. Retrieved 2015/11/03.