m-PEG12-Thiol
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Basic information
- CAS
134874-49-0- Standard SMILES
COCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCS- InChIKey
MXDXXEVQFMVAIA-UHFFFAOYSA-N- Molecular formula
- C25H52O12S
- Average molar mass
- 576.7 g/mol
- Monoisotopic mass
- 576.31794826
Names & identifiers
- Preferred name
- m-PEG12-Thiol
- IUPAC
- 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanethiol
- English name
- MPEG-SH
- Molecular formula
- C25H52O12S
- Molecular weight
- 576.73818
Names & synonyms
m-PEG12-Thiol2413368-61-1134874-49-0mPEG12-SHMFCD213632412,5,8,11,14,17,20,23,26,29,32,35-Dodecaoxaheptatriacontane-37-thiolm-PEG-thiol Mw50002-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanethiolO-(2-Mercaptoethyl)-O'-methylpolyethylene glycol3,6,9,12,15,18,21,24,27,30,33,36-Dodecaoxaheptatriacontane-1-thiolm-PEG-thiolmPEG12-thiol
Show more names
PEG-THIOLmPEG-SHmPEG2K-SHmPEG12-HSmPEGn-thiolm-PEG550-thiolm-PEG750-thiolm-PEG1000-thiolm-PEG2000-thiol
MPEGn-SH 2K, 5K, 10K, 20KPolyethylene glycol 2-mercaptoethyl methyl etherPoly(ethylene glycol) methyl ether thiol (Mn 2000)O-(2-Mercaptoethyl)-O'-methylpolyethylene glycol 2,000O-(2-MERCAPTOETHYL)-O'-METHYLPOLYETHYLENE GLYCOL 5,00012-Thiolorb1988197SCHEMBL30331783
Database identifiers
- CAS
134874-49-0- PubChem CID
- 75535073
- EC Number
- 881-781-2
Properties
Computed structural propertiesFilling in
- XLogP
- -1.3
- Topological polar surface area
- 112 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 13
- Rotatable bonds
- 35
- Heavy atoms
- 38
- Formal charge
- 0
- Complexity
- 413
Physicochemical properties
- storage temp.
- 2 · 2-8°C, stored under nitrogen
- form
- Solid
- color
- White to off-white
- InChI
- InChI=1S/C25H52O12S/c1-26-2-3-27-4-5-28-6-7-29-8-9-30-10-11-31-12-13-32-14-15-33-16-17-34-18-19-35-20-21-36-22-23-37-24-25-38/h38H,2-25H2,1H3
- InChIKey
- MXDXXEVQFMVAIA-UHFFFAOYSA-N
- SMILES
- C(COCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCS)OC
- UNSPSC Code
- 51171641 · 51171641
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H335-H319
- Precautionary statements
- 264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
- WGK Germany
- 3 · 3
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- wgk
- 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H335-H319
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Chemistry & industry
Applications
Descriptionm-PEG12-thiol is a PEG linker containing a thiol group. The thiol group reacts with maleimide, OPSS, vinylsulfone and transition metal surfaces including gold, silver, etc. The hydrophilic PEG spacer increases solubility in aqueous media.
Usesm-PEG-thiol (MW 1000) modifies DNA thiolation for the synthesis of gold nanorods (AuNRs). Thiolated DNA can be loaded onto AuNR by the mPEG-SH/Tween 20 assisted method (Tween 20 and mPEG-SH repeatedly displace CTAB on the AuNR surface). DNA AuNRs have been widely used in nanostructure assembly, gene therapy, biosensing, and drug delivery.
Related reactions
0 records
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Compound notes
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