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Merck

D3669

Sigma-Aldrich

3,3′-Dithiodipropionsäure-di(N-hydroxysuccinimidester)

powder

Synonym(e):

DTSP, Di(N-succinimidyl)-3,3′-dithiodipropionat, Dithiobis(succinimidylpropionat), Lomant-Reagens

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500 MG
CHF 207.00
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CHF 377.00

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500 MG
CHF 207.00
1 G
CHF 377.00

About This Item

Empirische Formel (Hill-System):
C14H16N2O8S2
CAS-Nummer:
Molekulargewicht:
404.42
Beilstein:
1518074
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352106
PubChem Substanz-ID:
NACRES:
NC.07

CHF 207.00


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Form

powder

Eignung der Reaktion

reagent type: cross-linking reagent

Löslichkeit

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

Lagertemp.

−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

InChIKey

FXYPGCIGRDZWNR-UHFFFAOYSA-N

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Allgemeine Beschreibung

3,3′-Dithiodipropionsäure-di(N-hydroxysuccinimidester) (DSP) ist ein homobifunktionelles Vernetzungsmittel mit einer spaltbaren Disulfidbindung. In der Regel wird es durch bei pH-Wert 7,5 (6,5–8,5) gepufferte Amidbindungen an Moleküle gekuppelt, die primäre Amine enthalten.[1]

Anwendung

3,3′-Dithiodipropionsäure-di(N-hydroxysuccinimidester) (DSP) wird als Proteinvernetzungsmittel eingesetzt.[2][3]

Leistungsmerkmale und Vorteile

Die Disulfidbindung ist durch eine milde Reduktion spaltbar.

Vorsicht

Vermeiden Sie die Verwendung von Reduktionsmitteln während Kupplungsreaktionen.

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Protein phosphatases 2C regulate the activation of the Snf1-related kinase OST1 by abscisic acid in Arabidopsis.
Vlad F
Plant Cell, 21, 3170-3170 (2009)
M Darder et al.
Analytical chemistry, 71(24), 5530-5537 (2000-01-07)
Exposure of gold surfaces to solutions of dithiobis N-succinimidyl propionate (DTSP) gives rise to the modification of the surface with N-succinimidyl-3-thiopropionate (NSTP) which can, in turn, react with amino groups allowing for the covalent immobilization of enzymes such as horseradish
Sunil K Arya et al.
Biosensors & bioelectronics, 25(10), 2296-2301 (2010-04-13)
Gold microelectrode arrays functionalized with dithiobis(succinimidyl propionate) self-assembled monolayer (SAM) have been used to fabricate an ultrasensitive, disposable, electrochemical cortisol immunosensor. Cortisol specific monoclonal antibody (C-Mab) was covalently immobilized on the surface of gold microelectrode array and the sensors were
M Gamero et al.
Biosensors & bioelectronics, 25(9), 2038-2044 (2010-02-23)
The design and characterization of a lactate biosensor using a nanostructured rough gold surface as a transducer is reported. The biosensor is developed by immobilization of lactate oxidase (LOx), on a rough gold electrode modified with a self-assembled monolayer of
Michael Neu et al.
Biomacromolecules, 7(12), 3428-3438 (2006-12-13)
Stabilized PEI/DNA polyplexes were generated by cross-linking PEI with biodegradable disulfide bonds. The reaction conversion of different PEIs with the amine reactive cross-linker dithiobis(succinimidyl propionate) (DSP) was investigated, and the molecular weight of the reaction products was identified. Light scattering

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/449/386/product-dating-information-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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