A protein cross-linking reagent
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3,3′-Dithiodipropionic Acid di(N-hydroxysuccinimide ester)

Item No. 33405

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,1′-bis(2,5-dioxo-1-pyrrolidinyl) ester 3,3′-dithiobis-propanoic acid
CAS Number
57757-57-0
Synonyms
  • DSP
  • Lomant's Reagent
  • NSC 328386
Molecular Formula
C14H16N2O8S2
Formula Weight
404.4
Purity
≥90%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:4): 0.20 mg/ml
SMILES
O=C(CCSSCCC(ON(C(CC1)=O)C1=O)=O)ON2C(CCC2=O)=O
InChi Code
InChI=1S/C14H16N2O8S2/c17-9-1-2-10(18)15(9)23-13(21)5-7-25-26-8-6-14(22)24-16-11(19)3-4-12(16)20/h1-8H2
InChi Key
FXYPGCIGRDZWNR-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 mg

    $121

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    500 mg

    $182

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    1 g

    $334

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    Product Description

    3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester) (DSP) is an amine-reactive, cleavable, homobifunctional protein cross-linking reagent.1,2,3 It has been used as a molecular ruler to determine protein tertiary and quaternary structure.2 DSP has also been used as a component of self-assembled monolayers in gold-based biosensors.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lomant, A.J., and Fairbanks, G. Chemical probes of extended biological structures: Synthesis and properties of the cleavable protein cross-linking reagent [35S]dithiobis(succinimidyl propionate). J. Mol. Biol. 104(1), 243-261 (1976).

    2. Green, N.S., Reisler, E., and Houk, K.N. Quantitative evaluation of the lengths of homobifunctional protein cross-linking reagents used as molecular rulers. Protein Sci. 10(7), 1293-1304 (2001).

    3. Cabrita, J.F., Abrantes, L.M., and Viana, A.S. N-Hydroxysuccinimide-terminated self-assembled monolayers on gold for biomolecules immobilisation. Electrochimica Acta 50(10), 2117-2124 (2004).