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Sigma-Aldrich

DST (disuccinimidyl tartrate)

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About This Item

Empirical Formula (Hill Notation):
C12H12O10N2
CAS Number:
Molecular Weight:
344.23
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

assay

≥85%

form

powder

mol wt

344.24

reaction suitability

reagent type: cross-linking reagent

storage condition

desiccated

solubility

DMSO or DMF: soluble

shipped in

ambient

storage temp.

2-8°C

SMILES string

O=C(C(O)C(O)C(ON1C(CCC1=O)=O)=O)ON2C(CCC2=O)=O

InChI

1S/C12H12N2O10/c15-5-1-2-6(16)13(5)23-11(21)9(19)10(20)12(22)24-14-7(17)3-4-8(14)18/h9-10,19-20H,1-4H2

InChI key

NXVYSVARUKNFNF-UHFFFAOYSA-N

General description

DST is a homobifunctional crosslinker that contains amine-reactive N-hydroxysuccinimide (NHS) ester groups and is periodate cleavable. DST is commonly used for conjugating radiolabeled ligands to cell surface receptors. DST must first be dissolved in an organic solvent, such as DMSO or DMF, then added to the aqueous reaction mixture. DST is lipophilic, membrane-permeable and does not possess a charged group, which makes it useful for intracellular and intramembrane protein conjugation.

Features and Benefits

  • Reactive groups: NHS ester (both ends)
  • Reactive towards: amino groups (primary amines)
  • Soluble in DMSO or DMF at a concentration of ~10 mM (3 mg/mL)
  • Cleavable by sodium meta-periodate (Part No. 20504)
  • Ideal for applications in which crosslink cleavability is desired without disturbing protein disulfide bonds

Caution

This product is sensitive to moisture. The vial is packaged in a resealable bag with a desiccant to reduce exposure to moisture. After cold storage, equilibrate the vial to room temperature before opening to reduce condensation inside the vial. Make fresh solutions. Storage of stock solutions is not recommended. After use, return the vial to the resealable bag. Close the bag and store the product at the recommended temperature.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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L S Park et al.
The Journal of biological chemistry, 261(1), 205-210 (1986-01-05)
125I-Labeled colony-stimulating factor (CSF) 2 alpha (interleukin 3, multi-CSF, and mast cell growth factor) was used to characterize receptors specific for this lymphokine on the cell surface of the factor-dependent cell line FDC-P2. CSF-2 alpha binding to these cells was
T C Farries et al.
Journal of immunology (Baltimore, Md. : 1950), 142(3), 842-847 (1989-02-01)
Properdin (P) is synthesized by the human promyelocytic cell line, HL-60, after differentiation with DMSO. The secreted P was physiochemically indistinguishable from purified plasma P. It was polymerized and able to bind to C3IBb-Sepharose but not to C3i-Sepharose. No extracellular
R J Smith et al.
Biochemistry, 17(18), 3719-3723 (1978-09-05)
Two novel cross-linkers, disuccinimidyl tartarate (DST) and N,N'-bis(3-succinimidyloxycarbonylpropyl)tartaramide (SPT), have been synthesized. These reagents span 6 and 18 A, respectively, between functional groups and contain a vic-glycol bond which can be cleaved with periodate under mild reaction conditions. Both DST
J Carlsson et al.
The Biochemical journal, 173(3), 723-737 (1978-09-01)
A heterobifunctional reagent, N-succinimidyl 3-(2-pyridyldithio)propionate, was synthesized. Its N-hydroxysuccinimide ester group reacts with amino groups and the 2-pyridyl disulphide structure reacts with aliphatic thiols. A new thiolation procedure for proteins is based on this reagent. The procedure involves two steps.

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