ChemicalBook--->CAS DataBase List--->1334177-95-5

1334177-95-5

1334177-95-5 Structure

1334177-95-5 Structure
IdentificationBack Directory
[Name]

SPDP-PEG4-NHS ester
[CAS]

1334177-95-5
[Synonyms]

4-NHS ester
SPDP-dPEG®
SDPD-PEG4-NHS
NHS-PEG4-SPDP
SPDP-PEG4-NHS
Opss-peg(4)-nhs
SPDP-PEG4-NHS ester
SPDP-dPEG??-NHS ester
SPDP-dPEG(R)4-NHS ester
3-(2-Pyridyldithio)propionamido-PEG4-NHS Ester
N-Succinimidyl 3-Oxo-1-(pyridin-2-yldisulfanyl)-7,10,13,16-tetraoxa-4-azanonadecan-19-oate
3-Oxo-1-(pyridin-2-yldisulfanyl)-7,10,13,16-tetraoxa-4-azanonadecan-19-oic Acid N-Succinimidyl Ester
4,7,10,13-Tetraoxa-16-azanonadecanoic acid, 17-oxo-19-(2-pyridinyldithio)-, 2,5-dioxo-1-pyrrolidinyl ester
(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[3-(pyridin-2-yldisulfanyl)propanoylamino]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
[Molecular Formula]

C23H33N3O9S2
[MDL Number]

MFCD13185001
[MOL File]

1334177-95-5.mol
[Molecular Weight]

559.65
Chemical PropertiesBack Directory
[density ]

1.34±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

Soluble in DMSO, DCM, DMF
[form ]

solid or viscous liquid
[pka]

15.01±0.46(Predicted)
[color ]

White or Colorless to Almost white or Almost colorless
[Water Solubility ]

water: soluble
[InChI]

1S/C23H33N3O9S2/c27-19(7-18-36-37-20-3-1-2-8-25-20)24-9-11-32-13-15-34-17-16-33-14-12-31-10-6-23(30)35-26-21(28)4-5-22(26)29/h1-3,8H,4-7,9-18H2,(H,24,27)
[InChIKey]

QTVBGVZVUCIFAH-UHFFFAOYSA-N
[SMILES]

O=C(NCCOCCOCCOCCOCCC(ON1C(CCC1=O)=O)=O)CCSSC2=NC=CC=C2
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
[WGK Germany ]

WGK 3
[HS Code ]

2933.39.9200
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

SPDP-PEG4-NHS ester is a PEG linker containing an SPDP crosslinker and an NHS ester. The SPDP crosslinker is reactive toward amine and thiol groups and contains a cleavable disulfide bond. This crosslinker is also membrane permeable which allows for intracellular reactions to take place. The NHS ester can react with primary amines to form stable amide bonds. The hydrophilic PEG linker increases the water solubility of compounds in aqueous media.
[Uses]

SPDP-PEG4-NHS ester is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs[1].
[reaction suitability]

reagent type: cross-linking reagent
[IC 50]

PEGs; Alkyl/ether
[References]

[1] An S, et al. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562 DOI:10.1016/j.ebiom.2018.09.005
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