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Merck

D3669

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

powder

Synonim(y):

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

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500 MG

1010,00 zł

1 G

1850,00 zł

1010,00 zł

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C14H16N2O8S2
Numer CAS:
57757-57-0
Masa cząsteczkowa:
404.42
UNSPSC Code:
12352106
NACRES:
NC.07
PubChem Substance ID:
24893777
EC Number:
260-931-5
Beilstein/REAXYS Number:
1518074
MDL number:
MFCD00042045
Form:
powder

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form

powder

Quality Level

200

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

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Ta pozycja
M9794568600803200
3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester) powder

Sigma-Aldrich

D3669

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

6-Maleimidohexanoic acid N-hydroxysuccinimide ester ≥98%, powder

M9794

6-Maleimidohexanoic acid N-hydroxysuccinimide ester

6-Maleimidohexanoic acid N-hydroxysuccinimide ester 98%

Sigma-Aldrich

568600

6-Maleimidohexanoic acid N-hydroxysuccinimide ester

DTSSP (3,3′-dithiobis(sulfosuccinimidyl propionate))

Sigma-Aldrich

803200

DTSSP (3,3′-dithiobis(sulfosuccinimidyl propionate))

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

reaction suitability

reagent type: cross-linking reagent

reaction suitability

reagent type: linker

reaction suitability

reagent type: cross-linking reagent

reaction suitability

reagent type: cross-linking reagent

solubility

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

solubility

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

solubility

-

solubility

soluble (>6mg/ml in water)

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

form

powder

form

powder

form

-

form

powder

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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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Klasa składowania

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Wybierz jedną z najnowszych wersji:

Certyfikaty analizy (CoA)

Lot/Batch Number
BCCB9894
BCBS4530V
BCBT0589
BCBS9845V
BCBT0455

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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
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)
Suzanne Durocher et al.
Journal of the American Chemical Society, 131(7), 2475-2477 (2009-01-31)
Disulfide-linked gold nanoparticles (AuNP) were synthesized by reacting dithiobis[succinimidylpropionate] (DSP) coated nanoparticles with glutathione disulfide. AuNP-cross-linking was monitored by the red shift and broadening of the AuNP's localized surface plasmon absorption resonance (LSPR) spectrum. The exposure of the disulfide-linked AuNPs
Lin Liu et al.
The Analyst, 137(16), 3794-3799 (2012-07-06)
In this paper, we report a simple, sensitive and selective colorimetric visualization of dopamine (DA) using dithiobis(succinimidylpropionate) (DSP)-modified gold nanoparticles (AuNPs) as probes and ferric ions as cross-linkers. Via the standard amine coupling reaction between the amino groups of DA
Sunil K Arya et al.
The Analyst, 135(8), 1941-1946 (2010-07-01)
This paper reports on an ultrasensitive, disposable, impedimetric biosensor for cortisol detection. C-Mab (a Cortisol specific monoclonal antibody) was covalently immobilized via amide bond on the surface of the interdigitated micro-electrodes (IDmicroEs) functionalized with dithiobis(succinimidyl propionate) (DTSP) self-assembled monolayer (SAM).
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Numer pozycji handlu globalnego

SKUNUMER GTIN
D3669-1G04061833563472
D3669-500MG04061833563489

Questions

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  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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