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D3669

3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester)

powder

Synonym(s):

DTSP, Di(N-succinimidyl) 3,3′-dithiodipropionate, Dithiobis(succinimidyl propionate), Lomant’s reagent

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About This Item

Empirical Formula (Hill Notation):
C14H16N2O8S2
CAS Number:
Molecular Weight:
404.42
UNSPSC Code:
12352106
NACRES:
NC.07
PubChem Substance ID:
EC Number:
260-931-5
Beilstein/REAXYS Number:
1518074
MDL number:
Form:
powder
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form

powder

Quality Segment

reaction suitability

reagent type: cross-linking reagent

solubility

chloroform: 50 mg/mL, DMF: soluble, acetone: soluble

storage temp.

−20°C

SMILES string

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

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

General description

3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester) (DSP) is a homobifunctional cross-linking reagent containing a cleavable disulfide linkage. It is typically coupled to molecules containing primary amines by amide bonds buffered at pH 7.5 (6.5-8.5).[1]

Application

3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester) (DSP) has been used as a protein cross-linker.[2]

Features and Benefits

The disulfide linkage is cleavable by mild reduction.

Disclaimer

Avoid use of reducing agents during coupling reactions.

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1 of 1

This Item
P3415M5525M9794
reaction suitability

reagent type: cross-linking reagent

reaction suitability

reagent type: cross-linking reagent

reaction suitability

reagent type: linker

reaction suitability

reagent type: linker

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

solubility

chloroform: 50 mg/mL, acetone: soluble, DMF: soluble

solubility

acetone: 50 mg/mL, DMF: soluble

solubility

chloroform: 50 mg/mL, DMF: soluble

solubility

chloroform: 100 mg/mL, DMF: soluble (lit.)(lit.)

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

form

powder

form

powder

form

powder

form

powder


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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