233153-M
Cleland′s Reagent
ULTROL® Grade, ≥99% (titration), protective agent for SH groups
Synonym(s):
Cleland’s Reagent, ULTROL® Grade, Dithiothreitol, DTT
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About This Item
Empirical Formula (Hill Notation):
C4H10O2S2
CAS Number:
Molecular Weight:
154.25
UNSPSC Code:
12161504
NACRES:
NA.25
MDL number:
Assay:
≥99% (titration)
Form:
solid
description
Merck USA index - 14, 3376
Quality Segment
assay
≥99% (titration)
form
solid
reaction suitability
reagent type: reductant
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
color
white
solubility
water: 200 mM, ethanol: soluble
cation traces
heavy metals: <1 ppm
storage temp.
2-8°C
SMILES string
SC[C@H](O)[C@@H](O)CS
InChI
1S/C4H10O2S2/c5-3(1-7)4(6)2-8/h3-8H,1-2H2/t3-,4-/m0/s1
InChI key
VHJLVAABSRFDPM-IMJSIDKUSA-N
General description
A protective agent for SH groups.
Absorbance: (100 mM, 280 nm):≤0.1. Oxidized dithiothreitol:≤0.5%.
DTT is a water-soluble protective reagent for sulfhydryl groups. It maintains monothiols in the reduced state and reduces disulfides quantitatively. Most widely used for the study of disulfide exchange reactions of protein disulfides. DTT readily permeates cell membranes, protecting protein sulfhydryls and restoring enzyme activity lost by the oxidation of sulfhydryl groups in vitro. As a reducing agent, it cyclizes as it reduces disulfides to thiols, so the reaction is "driven" to completion without using large excesses of reductant. If free thiols are to be assayed later, excess reductant must be removed by dialysis or some other appropriate method. Alternatively, an immobilized form of DTT (REDUCTACRYL
Application
- Mechanochemical disulfide reduction reveals imprints of noncovalent sulfuroxygen chalcogen bonds in protein-inspired mimics in aqueous solution.: This study highlights the use of Cleland′s reagent in exploring noncovalent interactions in protein mimics under mechanochemical conditions, shedding light on disulfide bond dynamics relevant to protein engineering and drug design (Dopieralski et al., 2020).
- A Simple In Vitro Gut Model for Studying the Interaction between Escherichia coli and the Intestinal Commensal Microbiota in Cecal Mucus.: Utilizes Cleland′s Reagent in microbiological assays to understand the complex interactions within the gut microbiome, providing insights important for developing therapeutic strategies against intestinal diseases (Mokszycki et al., 2018).
- Synthesis of the marine bromotyrosine psammaplin F and crystal structure of a psammaplin A analogue.: Discusses the role of Cleland′s reagent in the synthesis and structural analysis of marine natural products, which are potential leads for novel pharmaceuticals (Yang et al., 2010).
- Effects of dithiothreitol on protein activity unrelated to thiol-disulfide exchange: for consideration in the analysis of protein function with Cleland′s reagent.: This research investigates the broader biochemical impacts of Cleland′s Reagent (dithiothreitol) beyond its primary use, offering a cautionary perspective for its application in protein studies (Alliegro, 2000).
- A modified reagent for the confirmation of blood.: Describes a forensic application where Cleland′s Reagent is modified for enhanced sensitivity and specificity in blood detection, crucial for forensic science and criminal investigations (Hatch, 1993).
Preparation Note
Following reconstitution, aliquot and freeze (-20°C) under an inert gas. Avoid contact with metals. Stock solutions are stable for up to 3 months at -20°C.
Other Notes
Chau, M-H., and Nelson, J.W. 1991. FEBS Lett.291, 296.
Lauriault, V.V.M., and O′Brien, P.J. 1991. Mol. Pharmacol.40, 125.
Klonne, D.R., and Johnson, D.R. 1988. Toxicol. Lett.42, 199.
Zhang, R., and Snyder, G.H. 1988. Biochemistry27, 3785.
Shaked, Z., et al. 1980. Biochemistry19, 4156.
Zahler, W.L., and Cleland, W.W. 1968. J. Biol. Chem.243, 716.
Cleland, W.W. 1964. Biochemistry3, 480.
Lauriault, V.V.M., and O′Brien, P.J. 1991. Mol. Pharmacol.40, 125.
Klonne, D.R., and Johnson, D.R. 1988. Toxicol. Lett.42, 199.
Zhang, R., and Snyder, G.H. 1988. Biochemistry27, 3785.
Shaked, Z., et al. 1980. Biochemistry19, 4156.
Zahler, W.L., and Cleland, W.W. 1968. J. Biol. Chem.243, 716.
Cleland, W.W. 1964. Biochemistry3, 480.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
ULTROL is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Harmful (C)
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Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Listings
Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.
233153-10GM-M: + 233153-5GM-M: + 233153-100GM: + 233153-GM: + 233153-10GM: + 233153-1GM-M: + 233153-1GM: + 233153-5GM:
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