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Merck
CN

PHI90002

D-异苏氨酸(第5位)修饰多肽结构变体

GLP-1 Agonist Impurity, analytical standard, Numbering in the name as per API

别名:

D-allo-Thr(11)-Liraglutide, H-His-Ala-Glu-Gly-D-allo-Thr-Phe-Thr-Ser-Asp-Val-Ser-Ser-Tyr-Leu-Glu-Gly-Glu-Ala-Ala-Lys(γ-Glu-palmitoyl)-Glu-Phe-Ile-Ala-Kyn-Leu-Val-Arg-Gly-Arg-Gly-OH

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关于此项目

经验公式(希尔记法):
C172H265N43O51
分子量:
3751.20
UNSPSC Code:
41116107
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grade

analytical standard

Quality Segment

API family

liraglutide, liraglutide, liraglutide, liraglutide

form

solid

technique(s)

HPLC: suitable, LC/MS: suitable, liquid chromatography (LC): suitable, mass spectrometry (MS): suitable

format

neat

SMILES string

OC[C@@H](C(N[C@@H](CC1=CC=C(O)C=C1)C(N[C@@H](CC(C)C)C(N[C@@H](CCC(O)=O)C(NCC(N[C@@H](CCC(N)=O)C(N[C@@H](C)C(N[C@@H](C)C(N[C@@H](CCCCNC(CC[C@@H](C(O)=O)NC(CCCCCCCCCCCCCCC)=O)=O)C(N[C@H](C(N[C@H](C(N[C@@H]([C@@H](C)CC)C(N[C@H](C(N[C@@H](CC2=CNC3=CC=CC=C23)C(N[C@@H](CC(C)C)C(N[C@@H](C(C)C)C(N[C@H](C(NCC(N[C@H](C(NCC(O)=O)=O)CCCNC(N)=N)=O)=O)CCCNC(N)=N)=O)=O)=O)=O)C)=O)=O)CC4=CC=CC=C4)=O)CCC(O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)NC([C@H](CO)NC([C@H](C(C)C)NC([C@H](CC(O)=O)NC([C@H](CO)NC([C@H]([C@H](O)C)NC([C@H](CC5=CC=CC=C5)NC([C@H]([C@@H](O)C)NC(CNC([C@H](CCC(O)=O)NC([C@H](C)NC([C@H](CC6=CNC=N6)N)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O

General description

This analytical standard of D-Allo-Thr(5)-Liraglutide, API numbering D-Allo-Thr(11)-Liraglutide is a diastereomeric impurity of Liraglutide resulting from the incorporation of D-allo-Threonine—the diastereomer of L-Threonine with inverted configuration at both the α- and β-carbons—at position 5 (API numbering). This substitution can originate from racemisation or epimerisation of the Thr building block during SPPS. The compound otherwise retains the complete Liraglutide structure, including the palmitoyl–γGlu–Lys26 fatty acid modification. The D-allo configuration at Thr5 is expected to perturb local backbone geometry and helix formation, with potential consequences for receptor engagement.

Application

Used as an analytical standard for the identification and semi-quantification of the D-allo-Thr-5 diastereomeric impurity in Liraglutide API by reversed-phase HPLC, chiral chromatography, and LC-MS/MS methods.


象形图

Health hazardExclamation mark

警示词

Warning

危险代码

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

存储类别

11 - Combustible Solids

闪点 (F)

Not applicable

闪点 (°C)

Not applicable



历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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