| Identification | Back Directory | [Name]
(S)-22-(Tert-butoxycarbonyl)-10,19,24-trioxo-3,6,12,15-tetraoxa-9,18,23-triazahentetracontane-1,41-dioic acid | [CAS]
1118767-16-0 | [Synonyms]
Side chain
Egf(a) analogue-13C4
Semaglutide side chain
tBuO-Ste-Glu(AEEA-AEEA)-OtBu
tBuO-Ste-Glu(AEEA-AEEA-OH)-OtBu
Octadecane(OtBu)-Glu(ɑ-OtBu)-AEEA-AEEA-OH
Fmoc-L-Lys[OctotBu)-Glu-(otBu)-AEEA-AEEA]-OHu
(S)-22-(Tert-butoxycarbonyl)-10,19,24-trioxo-3,6,12,15-tetraoxa-9,18,23-triazahentetracontane-1,41-dioic acid
(S)-22-(tert-butoxycarbonyl)-43,43-dimethyl-10,19,24,41-tetraoxo-3,6,12,15,42-pentaoxa-9,18,23-triazatetratetracontanoic acid
3,6,12,15-Tetraoxa-9,18,23-triazahentetracontanedioic acid, 22-[(1,1-dimethylethoxy)carbonyl]-10,19,24-trioxo-, 41-(1,1-dimethylethyl) ester, (22S)- | [Molecular Formula]
C43H79N3O13 | [MDL Number]
MFCD33551740 | [MOL File]
1118767-16-0.mol | [Molecular Weight]
846.1 |
| Chemical Properties | Back Directory | [Boiling point ]
940.6±65.0 °C(Predicted) | [density ]
1.079±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place, Sealed in dry, Store in freezer, under -20°C | [solubility ]
Ethanol: Slightly soluble: 0.1-1 mg/ml | [form ]
Solid | [pka]
3.39±0.10(Predicted) | [color ]
White to off-white | [InChIKey]
YZUXNRZPWYRMGH-DHUJRADRSA-N | [SMILES]
C(O)(=O)COCCOCCNC(=O)COCCOCCNC(=O)CC[C@@H](C(OC(C)(C)C)=O)NC(=O)CCCCCCCCCCCCCCCCC(OC(C)(C)C)=O |
| Hazard Information | Back Directory | [Description]
tBuO-Ste-Glu(AEEA-AEEA-OH)-OtBu is the 18-carbon fatty acid side chain of somatostatin, which contributes to an increased affinity for albumin (approximately 5-6 fold). Somalutide is a glucagon-like peptide-1 (GLP-1) analogue with hypoglycaemic properties. | [Uses]
(S)-22-(Tert-butoxycarbonyl)-10,19,24-trioxo-3,6,12,15-tetraoxa-9,18,23-triazahentetracontane-1,41-dioic acid can be used as an intermediate in organic synthesis, mainly used in laboratory research and development and chemical production processes. | [Application]
OLED intermediates, Pharmaceutical Raw Intermediates, Fine Chemical Intermediate | [Definition]
TBuO-Ste-Glu(AEEA-AEEA-OH)-OtBu is also known as Semaglutide Side Chain. An 18-carbon fatty acid side chain of semaglutide. The affinity of the semaglutide side chain for albumin was enhanced 5-6 times. Semaglutide is a glucagon-like peptide-1 (GLP-1) analog with significant hypoglycemic efficacy.
| [References]
[1] IVAN GURYANOV*. Copper(II) Lysinate and Pseudoproline Assistance in the Convergent Synthesis of the GLP-1 Receptor Agonists Liraglutide and Semaglutide[J]. Organic Process Research & Development, 2021, 25 7: 1598-1611. DOI: 10.1021/acs.oprd.1c00021
[2] THOMAS B. KJELDSEN. Engineering of Orally Available, Ultralong-Acting Insulin Analogues: Discovery of OI338 and OI320[J]. Journal of Medicinal Chemistry, 2020, 64 1: 616-628. DOI: 10.1021/acs.jmedchem.0c01576 |
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