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Key Documents

D5545

Sigma-Aldrich

DL-Dithiothreitol

BioXtra, ≥99.0% (titration)

Synonym(s):

threo-1,4-Dimercapto-2,3-butanediol, Cleland’s reagent, DTT

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About This Item

Linear Formula:
HSCH2CH(OH)CH(OH)CH2SH
CAS Number:
Molecular Weight:
154.25
Beilstein:
1719757
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.21

product line

BioXtra

Quality Level

Assay

≥99.0% (titration)

form

powder

reaction suitability

reagent type: reductant

impurities

Insoluble matter, passes filter test
≤0.3% 4,5-dihydroxy-1,2-dithiane

pH

4.0-6.0 (20-25 °C, 0.1 m in H2O)

mp

41-44 °C (lit.)

solubility

H2O: 0.1 M, clear, colorless

anion traces

sulfate (SO42-): ≤0.005%

cation traces

Al: ≤0.0005%
As: ≤0.0001%
Ba: ≤0.0005%
Bi: ≤0.0005%
Ca: ≤0.001%
Cd: ≤0.0005%
Co: ≤0.0005%
Cr: ≤0.0005%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤0.005%
Li: ≤0.0005%
Mg: ≤0.0005%
Mn: ≤0.0005%
Mo: ≤0.0005%
Na: ≤0.1%
Ni: ≤0.0005%
Pb: ≤0.0005%
Sr: ≤0.0005%
Zn: ≤0.0005%

absorption

≤0.100 at 280 in H2O at 0.1 M
≤0.400 at 260 in H2O at 0.1 M

storage temp.

2-8°C

SMILES string

O[C@H](CS)[C@H](O)CS

InChI

1S/C4H10O2S2/c5-3(1-7)4(6)2-8/h3-8H,1-2H2/t3-,4-/m1/s1

InChI key

VHJLVAABSRFDPM-QWWZWVQMSA-N

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Application

An excellent reagent for maintaining SH groups in reduced state; quantitatively reduces disulfides. DTT is effective in sample buffers for reducing protein disulfide bonds prior to SDS-PAGE. DTT can also be used for reducing the disulfide bridge of the cross-linker N,N′-bis(acryloyl)cystamine to break apart the matrix of a polyacrylamide gel. DTT is less pungent and is less toxic than 2-mercaptoethanol. Typically, a seven fold lower concentration of DTT (100 mM) is needed than is used for 2-mercaptoethanol (5% v/v, 700 mM).

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Alessio Grimaldi et al.
Communications biology, 3(1), 85-85 (2020-02-27)
Here, we developed an unbiased, functional target-discovery platform to identify immunogenic proteins from primary non-small cell lung cancer (NSCLC) cells that had been induced to apoptosis by cisplatin (CDDP) treatment in vitro, as compared with their live counterparts. Among the
Carl M Sellgren et al.
Nature neuroscience, 22(3), 374-385 (2019-02-06)
Synapse density is reduced in postmortem cortical tissue from schizophrenia patients, which is suggestive of increased synapse elimination. Using a reprogrammed in vitro model of microglia-mediated synapse engulfment, we demonstrate increased synapse elimination in patient-derived neural cultures and isolated synaptosomes.
Kuang Shen et al.
Cell, 179(6), 1319-1329 (2019-11-11)
mTORC1 controls anabolic and catabolic processes in response to nutrients through the Rag GTPase heterodimer, which is regulated by multiple upstream protein complexes. One such regulator, FLCN-FNIP2, is a GTPase activating protein (GAP) for RagC/D, but despite its important role
Xueqian Liu et al.
The Journal of biological chemistry, 288(10), 7230-7240 (2013-01-25)
In Pichia pastoris, the peroxisomal targeting signal 2 (PTS2)-dependent peroxisomal matrix protein import pathway requires the receptor, Pex7, and its co-receptor Pex20. A conserved lysine (Lys(19)) near the N terminus of Pex20 is required for its polyubiquitination and proteasomal degradation
Hanayo Ueoka-Nakanishi et al.
The FEBS journal, 280(14), 3220-3231 (2013-04-26)
Thioredoxin (Trx) is a key player in redox homeostasis in various cells, modulating the functions of target proteins by catalyzing a thiol-disulfide exchange reaction. Target proteins of cytosolic Trx-h of higher plants were studied, particularly in the plasma membrane, because

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