PHI90002

D-Allo-Thr(5)-Liraglutide

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

• Sinonimo/i: 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
• Formula empirica (notazione di Hill): C₁₇₂H₂₆₅N₄₃O₅₁
• Peso molecolare: 3751.20
• UNSPSC Code: 41116107

Proprietà

• grade: analytical standard
• Quality Segment: 100
• 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

Descrizione

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.

Informazioni sulla sicurezza

• Pittogrammi: GHS08,GHS07
• Parola di avvertenza: Warning
• Codici di pericolo: H302,H361d
• Avvertenze di sicurezza: P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405
• Hazard Classifications: Acute Tox. 4 Oral - Repr. 2
• Classe di stoccaggio: 11 - Combustible Solids
• Punto di infiammabilità (°F): Not applicable
• Punto di infiammabilità (°C): Not applicable