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Sigma-Aldrich

O-(2-Carboxyethyl)-O′-(2-mercaptoethyl)heptaethylene glycol

≥95% (oligomer purity)

Synonym(s):

O-(2-Mercaptoethyl)-O′-(2-carboxyethy)heptaethylene glycol, PEG thiol acid

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About This Item

Empirical Formula (Hill Notation):
C19H38O10S
CAS Number:
866889-02-3
Molecular Weight:
458.56
MDL number:
MFCD08705300
UNSPSC Code:
12352200
PubChem Substance ID:
24885124
NACRES:
NA.22

Assay

≥95% (oligomer purity)

reaction suitability

reagent type: cross-linking reagent

storage temp.

−20°C

SMILES string

OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCS

InChI

1S/C19H38O10S/c20-19(21)1-2-22-3-4-23-5-6-24-7-8-25-9-10-26-11-12-27-13-14-28-15-16-29-17-18-30/h30H,1-18H2,(H,20,21)

InChI key

SKYJRDAORYSCAL-UHFFFAOYSA-N

Application

O-(2-Carboxyethyl)-O′-(2-mercaptoethyl)heptaethylene glycol can be used:
  • To prepare near-infrared fluorochromes applicable in imaging techniques.
  • To functionalize Au nanoparticles for optoelectronic applications.
  • As a linker in the synthesis of antibody-functionalized Au nanoparticles for forensic applications.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Scott A Hilderbrand et al.
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In this report, the development of a new class of monocarboxylate functionalized cyanine derivatives using improved synthetic procedures is detailed. The employed synthetic strategy relies on efficient nucleophilic attack of alkyl-thiols on cyanine dyes bearing chloro-substituted polymethinic linkers. Monocarboxylate derivatized
Controlled assembly of plasmonic nanoparticles using neutral-charged diblock copolymers
Yin Q, et al.
Journal of Colloid and Interface Science, 431(5), 97-104 (2014)
Monofunctional near-infrared fluorochromes for imaging applications
Hilderbrand SA, et al.
Bioconjugate Chemistry, 16(5), 1275-1281 (2005)
Evaluation of multi-target immunogenic reagents for the detection of latent and body fluid-contaminated fingermarks
Lam R, et al.
Forensic Science International, 264(5), 168-175 (2016)
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