DL-Dithiothreitol
Product Information
Molecular Formula
C4H10O2S2
Molecular Weight
154.251
Description
Related CAS number: 3483-12-3
Synonyms
Cleland's Reagent||||DL-2,3-Dihydroxy-1,4-butanedithiol||||DL-1,4-Dimercapto-2,3-butanediol||||DL-DTT
IUPAC Name
(2S,3S)-1,4-bis(sulfanyl)butane-2,3-diol
SMILES
C(C(C(CS)O)O)S
InChI
InChI=1S/C4H10O2S2/c5-3(1-7)4(6)2-8/h3-8H,1-2H2/t3-,4-/m1/s1
InChI Key
VHJLVAABSRFDPM-QWWZWVQMSA-N
Boiling Point
130 °C/2 mmHg
Melting Point
43 °C
Flash Point
>230 °CF
Purity
>98.0%(T)
Density
1.04 g/mL at 20 °C
Solubility
In water, 4.94X10+5 mg/L at 25 °C (est)
Appearance
White to Almost white powder to crystal
Application
Used as a reagent in biochemistry to prevent oxidation of thiol groups and to reduce disulfides to dithiols; Has been used as a radioprotectant; Dithiothreitol (DTT) is the common name for a small-molecule redox reagent known as Cleland's reagent.
Storage
0-10°C
Refractive Index
1.5200 (estimate)
Stability
Chemical stability: May decompose on exposure to moist air or water. Stable under recommended storage conditions.
LogP
log Kow = -0.48 (est)
Vapor Pressure
1.28X10-4 mm Hg at 25 °C (est)
Henry's Law Constant
2.9X10-10 atm-cu m/mol at 25 °C (est)
Decomposition
Hazardous decomposition products formed under fire conditions: Carbon oxides, sulfur oxides.
Odor
Characteristic
Safety Information
Hazards
H302:
Harmful if swallowed.
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
Harmful if swallowed.
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
Precautionary Statement
P264:
Wash thoroughly after handling.
P270:
Do not eat, drink or smoke when using this product.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312+P330:
IF SWALLOWED:
Call a POISON CENTER or doctor/physician if you feel unwell.
Rinse mouth.
P337+P313:
If eye irritation persists:
Get medical advice/attention.
P501:
Dispose of contents/container in accordance with local/regional/national/international regulations.
Wash thoroughly after handling.
P270:
Do not eat, drink or smoke when using this product.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312+P330:
IF SWALLOWED:
Call a POISON CENTER or doctor/physician if you feel unwell.
Rinse mouth.
P337+P313:
If eye irritation persists:
Get medical advice/attention.
P501:
Dispose of contents/container in accordance with local/regional/national/international regulations.
Computed Properties
XLogP3
-0.4
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
3
Exact Mass
154.01222190 g/mol
Monoisotopic Mass
154.01222190 g/mol
Topological Polar Surface Area
42.5Ų
Heavy Atom Count
8
Formal Charge
0
Complexity
52
Isotope Atom Count
0
Defined Atom Stereocenter Count
2
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114134587-A | Preparation method of high-performance regenerated pure keratin fiber | 2021-12-24 |
| CN-113304708-A | Preparation method of glycoprotein microreactor with boron affinity surface imprinting of mesoporous molecular sieve | 2021-06-11 |
| CN-113068683-A | Cell preservation solution for liquid-based cell examination and preparation method thereof | 2021-03-03 |
| WO-2022053525-A1 | Array, soaking solutions and method of selecting soaking conditions for small molecules in biological macromolecular crystals | 2020-09-08 |
| WO-2022053528-A1 | Array, soaking solutions and method of selecting soaking conditions for small molecules in biological macromolecular crystals | 2020-09-08 |
| WO-2022044759-A1 | Composition containing semiconductor nanoparticles, color filter, and image display device | 2020-08-31 |
| WO-2022044761-A1 | Composition containing semiconductor nanoparticles, color filter, and image display device | 2020-08-31 |
| JP-2022024764-A | Antioxidants and their manufacturing methods, pharmaceutical compositions and their manufacturing methods, foods, and cosmetics | 2020-07-28 |
| WO-2022020288-A1 | Antibody-conjugated chemical inducers of degradation of brm and methods thereof | 2020-07-21 |
| WO-2022006231-A1 | Dpagt1 inhibitors of capuramycin analogues and their antimigratory activities of solid tumors | 2020-06-30 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 34244458 | 2021-10-01 | Recruitment of endoplasmic reticulum-targeted and cytosolic mRNAs into membrane-associated stress granules | RNA (New York, N.Y.) |
| 31339623 | 2019-10-01 | Unfolded protein response regulates P53 expression in the pulmonary endothelium | Journal of biochemical and molecular toxicology |
| 28837777 | 2017-09-18 | Arsenite Binds to the Zinc Finger Motif of TIP60 Histone Acetyltransferase and Induces Its Degradation via the 26S Proteasome | Chemical research in toxicology |
| 25446071 | 2015-01-02 | Impact of cadmium, cobalt and nickel on sequence-specific DNA binding of p63 and p73 in vitro and in cells | Biochemical and biophysical research communications |
| 23933410 | 2013-10-25 | In vitro glutathione peroxidase mimicry of ebselen is linked to its oxidation of critical thiols on key cerebral suphydryl proteins - A novel component of its GPx-mimic antioxidant mechanism emerging from its thiol-modulated toxicology and pharmacology | Chemico-biological interactions |
| 23618698 | 2013-08-01 | Determination of the warfarin inhibition constant Ki for vitamin K 2,3-epoxide reductase complex subunit-1 (VKORC1) using an in vitro DTT-driven assay | Biochimica et biophysica acta |
| 23710884 | 2013-08-01 | Evaluation of warfarin resistance using transcription activator-like effector nucleases-mediated vitamin K epoxide reductase knockout HEK293 cells | Journal of thrombosis and haemostasis : JTH |
| 23261715 | 2013-02-25 | Modulation of activity and inhibitor sensitivity of rabbit aldose reductase-like protein (AKR1B19) by oxidized glutathione and SH-reagents | Chemico-biological interactions |
| 22867017 | 2013-02-01 | Disulfide bond as a switch for copper-zinc superoxide dismutase activity in asthma | Antioxidants & redox signaling |
| 22884002 | 2013-01-15 | Sensitive and antifouling impedimetric aptasensor for the determination of thrombin in undiluted serum sample | Biosensors & bioelectronics |
