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Merck
CN

PHI90004

D-谷氨酸(第17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-Glu-(23)-Liraglutide, H-His-Ala-Glu-Gly-Thr-Phe-Thr-Ser-Asp-Val-Ser-Ser-Tyr-Leu-Glu-Gly-D-Glu-Ala-Ala-Lys (γ-Glu-Palmitoyl)-Glu-Phe-Ile-Ala-Trp-Leu-Val-Arg-Gly-Arg-Gly-OH

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关于此项目

经验公式(希尔记法):
C172H264N42O52
分子量:
3752.19
UNSPSC Code:
41116107
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grade

analytical standard

Quality Segment

API family

liraglutide, liraglutide, liraglutide, liraglutide

form

powder

technique(s)

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

color

white to off-white

format

neat

storage temp.

−20°C

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](CC C(O)=O)C(NCC(N[C@H](CCC(O)=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)N C([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

D-Glu(17)-Liraglutide is a stereoisomeric impurity of Liraglutide characterised by the replacement of L-Glutamic acid at position 17 (API numbering; position 17 in GLP-1 numbering) with its D-enantiomer (D-Glu). Position 17 resides within the central α-helical domain of the peptide, and its stereoinversion may perturb helix stability and receptor contact surface. The impurity is otherwise structurally identical to Liraglutide, retaining the palmitoyl–γGlu–Lys26 fatty acid conjugate. Racemisation at Glu residues during SPPS, particularly under prolonged activation or elevated temperature, is a recognised source of this impurity type.

Application

Used as an analytical standard for the identification and semi-quantification of the D-Glu17 diastereomeric impurity in Liraglutide API by reversed-phase HPLC, chiral chromatography, and LC-MS/MS methods.


存储类别

11 - Combustible Solids

闪点 (F)

Not applicable

闪点 (°C)

Not applicable



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