Semaglutide Impurity 7

 CAS No.: 843666-34-2  Cat No.: BP-501330 4.5  

Semaglutide Impurity 7 (CAS 843666-34-2) is a small-molecule lipid-chain building block rather than a full semaglutide peptide impurity. Structurally, it is 1-O-tert-butyl 18-O-(2,5-dioxopyrrolidin-1-yl) octadecanedioate, containing a long C16 spacer between a tert-butyl ester-protected carboxylic acid and an amine-reactive N-hydroxysuccinimide (NHS) ester. The NHS ester can be coupled to primary amines to form an amide bond, while the tert-butyl ester can be removed to reveal the second carboxylic acid for further functionalization. Accordingly, this material is better described as a protected long-chain diacid/NHS-ester building block that can support stepwise conjugation workflows, rather than as a structurally altered semaglutide peptide used only for analytical impurity profiling.

Semaglutide Impurity 7

Structure of 843666-34-2

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PROTAC Linker
Molecular Formula
C26H45NO6
Molecular Weight
467.65
Appearance
Solid

* For research and manufacturing use only. Not for human or clinical use.

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Appearance
Solid
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
1-O-tert-butyl 18-O-(2,5-dioxopyrrolidin-1-yl) octadecanedioate
Synonyms
1-tert-Butyl 18-(2,5-dioxopyrrolidin-1-yl) octadecanedioate; Boc-C16-NHS ester; t-butyl-octadecanedioate-NHS ester; Succinimidyl tert-butyl octadecandioate; Octadecanedioic acid tert-butyl ester 2,5-dioxopyrrolidin-1-yl ester; Octadecanedioic acid, 1-(1,1-dimethylethyl) 18-(2,5-dioxo-1-pyrrolidinyl) ester; 1-(1,1-Dimethylethyl) 18-(2,5-dioxo-1-pyrrolidinyl) octadecanedioate; Octadecanoic acid, 18-[(2,5-dioxo-1-pyrrolidinyl)oxy]-18-oxo-, 1,1-dimethylethyl ester; 18-tert-Butoxy-18-oxooctadecanoic acid succinimidyl ester
Density
1.05±0.1 g/cm3
InChI Key
JTOVMMPSILRQQJ-UHFFFAOYSA-N
InChI
InChI=1S/C26H45NO6/c1-26(2,3)32-24(30)18-16-14-12-10-8-6-4-5-7-9-11-13-15-17-19-25(31)33-27-22(28)20-21-23(27)29/h4-21H2,1-3H3
SMILES
CC(C)(C)OC(=O)CCCCCCCCCCCCCCCCC(=O)ON1C(=O)CCC1=O

Despite the product label, the supplied structure fields correspond to a long-chain dicarboxylic acid derivative bearing one tert-butyl ester and one N-hydroxysuccinimide (NHS) ester. As represented by the supplied structure, this material behaves as an activated long-chain acylating building block rather than a peptide or GLP-1 analog. The points below describe the molecule’s structure-related features and practical considerations for reactivity in PROTAC assembly.

Structure: The supplied structure is an aliphatic C18 dicarboxylic acid derivative with one carboxyl group protected as a tert-butyl ester and the other activated as an NHS ester. Its covalent connectivity is dominated by a long hydrocarbon chain and terminal ester functionalities, with no peptide sequence or amide-rich framework.

Reactivity: The NHS ester can react with primary amines by nucleophilic acyl substitution to form an amide linkage, while the tert-butyl ester protects the second carboxylic acid. The NHS-ester coupling is commonly performed under mild amine-reactive conditions, and the tert-butyl ester can be removed separately under acidic conditions when the second carboxylic acid is required. Reaction monitoring by LC–MS is recommended to confirm completion and minimize side products.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
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