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756525-90-3

756525-90-3 Structure

756525-90-3 Structure
IdentificationBack Directory
[Name]

MPEG7-NHS
[CAS]

756525-90-3
[Synonyms]

MPEG7-NHS
mPEG7-SPA
MeO-dPEG(8)-NHS
m-PEG8-NHS ester
m-dPEG8-NHS ester
m-dPEG(R)8-NHS ester
Methyl-PEG8-NHS Ester
Methyl-PEG7-NHS ester
MPEG7-CH2CH2COONHS Ester
Methyl-PEG8-NHS Ester
N-Succinimidyl 4,7,10,13,16,19,22,25-Octaoxahexacosanoate
4,7,10,13,16,19,22,25-Octaoxahexacosanoic Acid N-Succinimidyl Ester
1-[(1-Oxo-4,7,10,13,16,19,22,25-octaoxahexacos-1-yl)oxy]-2,5-pyrrolidinedione
4,7,10,13,16,19,22,25-Octaoxahexacosanoic acid 2,5-dioxo-1-pyrrolidinyl ester
(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
[Molecular Formula]

C22H39NO12
[MDL Number]

MFCD13184969
[MOL File]

756525-90-3.mol
[Molecular Weight]

509.545
Chemical PropertiesBack Directory
[storage temp. ]

<0°C
[solubility ]

Soluble in DMSO, DCM, DMF
[form ]

solid or viscous liquid
[color ]

Colorless to Yellow
[InChI]

InChI=1S/C22H39NO12/c1-27-6-7-29-10-11-31-14-15-33-18-19-34-17-16-32-13-12-30-9-8-28-5-4-22(26)35-23-20(24)2-3-21(23)25/h2-19H2,1H3
[InChIKey]

IBZNTYBFTKFSMU-UHFFFAOYSA-N
[SMILES]

C(ON1C(=O)CCC1=O)(=O)CCOCCOCCOCCOCCOCCOCCOCCOC
[CAS DataBase Reference]

756525-90-3
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Precautionary statements ]

P271-P261-P280
[WGK Germany ]

WGK 3
[HS Code ]

2942000090
[Storage Class]

11 - Combustible Solids
Questions And AnswerBack Directory
[Purity]

>98%
Hazard InformationBack Directory
[Description]

m-PEG8-NHS ester is a PEG linker containing an NHS ester. The NHS ester can be used to label the primary amines (-NH2) of proteins, amine-modified oligonucleotides, and other amine-containing molecules. The hydrophilic PEG spacer increases solubility in aqueous media.
[Uses]

m-PEG8-NHS ester is a non-cleavable 8 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs).
[Application]

m-PEG8-NHS ester (CAS 756525-90-3) is a high-purity, heterobifunctional crosslinker. It is characterised by a methoxy-terminated polyethylene glycol (PEG) chain comprising eight repeating units, and an N-hydroxysuccinimide (NHS) ester group capable of reacting with amines. The PEG linker confers hydrophilicity to the molecule, thereby enhancing the solubility of the resulting bioconjugate and reducing its immunogenicity. The NHS ester facilitates covalent bonding with primary amines on biomolecules such as proteins, peptides and amine-modified oligonucleotides; the optimal pH for this reaction is 7.2–8.5.
[reaction suitability]

reagent type: chemical modification reagent
reagent type: cross-linking reagent
reactivity: amine reactive
[in vitro]

ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker.
[storage]

m-PEG8-NHS ester should normally be stored for long periods in tightly sealed vials at –20 °C, in a dry place, protected from light and under a nitrogen or argon atmosphere. It is important to note that, after removal from the refrigerator, the vial must be left to stand in a dry place until it has returned to room temperature before opening; otherwise, moisture in the air will instantly condense inside the vial, causing the NHS ester to hydrolyse into a carboxylic acid and rendering it completely ineffective.
[References]

[1] By Boehnke, et al. Preparation of antibody drug conjugates with NAMPT inhibitors for use in treatment of cancer. Patent WO2019149637A1.
Spectrum DetailBack Directory
[Spectrum Detail]

m-PEG8-NHS ester(756525-90-3)1HNMR
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