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672688

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

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK4775
BCCC6796
BCBV4576
BCBP8701V
BCBM3465V

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Scott A Hilderbrand et al.
Bioconjugate chemistry, 16(5), 1275-1281 (2005-09-22)
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
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)
Monofunctional near-infrared fluorochromes for imaging applications
Hilderbrand SA, et al.
Bioconjugate Chemistry, 16(5), 1275-1281 (2005)
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)
Primiano Pio Di Mauro et al.
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