Fmoc-Lys(Pal-Glu-OtBu)-OH
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- CAS-Nr.
- 1491158-62-3
- Englisch Name:
- Fmoc-Lys(Pal-Glu-OtBu)-OH
- Synonyma:
- N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-((S)-5-(tert-butoxy)-5-oxo-4-palmitamidopentanoyl)-L-lysine;N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N6-[N-(1-oxohexadecyl)-L-gamma-glutamyl]-L-lysine 1'-(1,1-dimethylethyl) ester;Liraglutide Lys;Fmoc-Lys(Pal-Glu-OtBu);Fmoc-Lys(Pal-Glu-OtBu)-OH;Palm-Glu(Ot-Bu)-Fmoc-Lys-OH;Fmoc-L-Lys(Palm-L-Glu-OtBu)-OH;PLU-3(Fmoc-L-Lys(Palm-L-Glu-Otbu)-OH);Fmoc-L-Lys(Palm-L-Glu-OtBu)-OH
main building block;(9H-Fluoren-9-yl)MethOxy]Carbonyl Lys(Pal-Glu-OtBu)-OH
- CBNumber:
- CB13054762
- Summenformel:
- C46H69N3O8
- Molgewicht:
- 792.06
- MOL-Datei:
- 1491158-62-3.mol
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Fmoc-Lys(Pal-Glu-OtBu)-OH Eigenschaften
- Siedepunkt:
- 944.2±65.0 °C(Predicted)
- Dichte
- 1.099±0.06 g/cm3(Predicted)
- storage temp.
- Storage temp. 2-8°C
- Aggregatzustand
- Solid
- pka
- 3.88±0.21(Predicted)
- Farbe
- White to off-white
- InChIKey
- SUFBOZUGILQOQW-FMQAFZDONA-N
- SMILES
- C(O)(=O)[C@@H](N(C1C2=C(C=CC=C2)C2=C1C=CC=C2)C(OC)=O)CCCCNC(=O)CC[C@H](NC(=O)CCCCCCCCCCCCCCC)C(OC(C)(C)C)=O |&1:3,31,r|
Sicherheit
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
| Bildanzeige (GHS) |
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| Alarmwort |
Warnung
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| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H302 |
Gesundheitssch?dlich bei Verschlucken. |
Akute Toxizit?t oral |
Kategorie 4 |
Warnung |
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P264, P270, P301+P312, P330, P501 |
| H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
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P264, P280, P302+P352, P321,P332+P313, P362 |
| H319 |
Verursacht schwere Augenreizung. |
Schwere Augenreizung |
Kategorie 2 |
Warnung |
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P264, P280, P305+P351+P338,P337+P313P |
| H335 |
Kann die Atemwege reizen. |
Spezifische Zielorgan-Toxizit?t (einmalige Exposition) |
Kategorie 3 (Atemwegsreizung) |
Warnung |
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| Sicherheit |
| P261 |
Einatmen von Staub vermeiden. |
| P305+P351+P338 |
BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen. |
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Fmoc-Lys(Pal-Glu-OtBu)-OH Chemische Eigenschaften,Einsatz,Produktion Methoden
Verwenden
Fmoc-Lys(Pal-Glu-OtBu)-OH can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process.
Verwenden
Fmoc-Lys (Pal-Glu-OtBu)-OH is a non-cleavable antibody-drug conjugates linker capable of synthesizing antibody-drug conjugates. It can also be used as an alkyl chain-based PROTAC linker for the synthesis of PROTACs.
Application
Fmoc-Lys(Pal-Glu-OtBu)-OH is a racemic, solid-phase, industrial building block for the synthesis of peptides and polypeptides. This product is used in the synthesis of liraglutide (a peptide), which is used to treat type 2 diabetes mellitus. It is synthesized by a solid phase process using coupling reactions with an acid labile linker. This product has been shown to be an efficient building block for the synthesis of peptides and polypeptides that have a sequence that can be varied by changing the protecting group on the amino acid.
Synthese
In a flask aqueous sodium carbonate (1.8 g) was prepared followed by addition of THF
(800 mL) and then this mixture was cooled to 0-10 0C. To this mixture, (S)-2-((((9Hfluoren-9-yl)methoxy)carbonyl)amino)-6-aminohexanoic acid (4.59 g) was added.
Then, a solution of 1 -(tert-butyl) 5-(2,5-dioxopyrrolidin-1-yl) palmitoyl-L-glutamate
(corresponding to 5 g of 5-(tert-butoxy)-5-oxo-4-palmitamidopentanoic acid) prepared
according to example 2, was slowly added to above mixture at about 5 0C. The
reaction mixture was stirred for about 2 hours at 25 0C followed by addition of water
(600 mL). The solvents were subjected to distillation and then the pH of the obtained
compound is adjusted to 3.0 using 5N hydrochloric acid. The mixture was stirred for
1-2 hours and resulting solid was isolated filtration, washing with water (30 mL). The
obtained solid was dried under vacuum for 8 hours at about 45°C to afford title
compound in -85% yield.
Fmoc-Lys(Pal-Glu-OtBu)-OH Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Fmoc-Lys(Pal-Glu-OtBu)-OH Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 150)Lieferanten
- Fmoc-Lys(Pal-Glu-OtBu)-OH
- (S)-2-((((9H-Fluoren-9-Yl)Methoxy)Carbonyl)Amino)-6-((S)-5-(Tert-Butoxy)-5-Oxo-4-Palmitamidopentanamido)Hexanoic Acid
- (9H-Fluoren-9-yl)MethOxy]Carbonyl Lys(Pal-Glu-OtBu)-OH
- N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-epsilon-(N-alpha'-palmitoyl-L-glutamic-acid alpha'-t-butyl ester)-L-lysine
- Fmoc-L-Lys(Palm-L-Glu-OtBu)-OH
- (2S)-6-[(4S)-5-(tert-butoxy)-4-hexadecanamido-5-oxopentanamido]-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid
- L-Lysine, N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-N6-[N-(1-oxohexadecyl)-L-γ-glutamyl]-, 1'-(1,1-dimethylethyl) ester
- (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[[(4S)-4-(hexadecanoylamino)-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]amino]hexanoic acid
- Liraglutide Lys
- PLU-3(Fmoc-L-Lys(Palm-L-Glu-Otbu)-OH)
- Fmoc-Lys(Pal-Glu-OtBu)
- Fmoc-L-Lys(Palm-L-Glu-OtBu)-OH
main building block
- Palm-Glu(Ot-Bu)-Fmoc-Lys-OH
- (2S)-6-{[(4S)-5-tert-butoxy-4-(hexadecanoylamino)-5-oxopentanoyl]amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid
- N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N6-[N-(1-oxohexadecyl)-L-gamma-glutamyl]-L-lysine 1'-(1,1-dimethylethyl) ester
- N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-((S)-5-(tert-butoxy)-5-oxo-4-palmitamidopentanoyl)-L-lysine
- 1491158-62-3
- C46H69N3O8
