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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
Jin-Gu Lee et al.
Nature communications, 4, 1568-1568 (2013-03-07)
In eukaryotes, deubiquitinases (DUBs) remove ubiquitin conjugates from diverse substrates, altering their stabilities, localizations or activities. Here we show that many DUBs of the USP and UCH subfamilies can be reversibly inactivated upon oxidation by reactive oxygen species in vitro
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

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