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Key Documents

901699

Sigma-Aldrich

3-Mercaptopropanyl-N-hydroxysuccinimide ester

>95%

Synonym(s):

NHS ester

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About This Item

Empirical Formula (Hill Notation):
C7H9NO4S
CAS Number:
Molecular Weight:
203.22
MDL number:
UNSPSC Code:
12352005
NACRES:
NA.23

assay

>95%

form

solid or liquid

reaction suitability

reagent type: linker

color

colorless to yellow

functional group

NHS ester
thiol

storage temp.

2-8°C

SMILES string

SCCC(ON1C(CCC1=O)=O)=O

InChI

1S/C7H9NO4S/c9-5-1-2-6(10)8(5)12-7(11)3-4-13/h13H,1-4H2

InChI key

UTBOEPMMEANMPS-UHFFFAOYSA-N

Application

3-Mercaptopropanyl-N-hydroxysuccinimide ester is an aliphatic, heterobifunctional crosslinking reagent. Due to the functional groups, this material can be used in a multitude of applications, such as the synthesis of protien-polymer conjugates and the synthesis of functionalized quantum dots. In addition to use as a crosslinking agent, this material can also be used to install functional groups post-polymerization. The terminal N-hydroxysuccinimide (NHS) ester can react with amines while the terminal thiol can react with thiols, alkenes, and alkynes. The free thiol can also be used to form self-assembled monolayers (SAMs) on gold surfaces.
3-Mercaptopropanyl-N-hydroxysuccinimide ester can be used in the synthesis of diaminobutane (DAB) based dendrimers for the formation of an ultrafiltration membrane for the removal of heavy metals.

pictograms

Flame

signalword

Warning

hcodes

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

110.0 °F

flash_point_c

43.33 °C


Certificates of Analysis (COA)

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Inclusion of thiol DAB dendrimer/CdSe quantum dots based in a membrane structure: Surface and bulk membrane modification
Algarra M, et al.
Electrochimica Acta, 89, 652-659 (2013)
Characterization of an engineered cellulose based membrane by thiol dendrimer for heavy metals removal
Algarra M, et al.
Chemical Engineering Journal, 253, 472-477 (2014)

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