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Fmoc-Lys(Pal-Glu-OtBu)-OH

Fmoc-Lys(Pal-Glu-OtBu)-OH Structure
Fmoc-Lys(Pal-Glu-OtBu)-OH structure
CAS No.
1491158-62-3
Chemical Name:
Fmoc-Lys(Pal-Glu-OtBu)-OH
Synonyms
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;N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-((S)-5-(tert-butoxy)-5-oxo-4-palmitamidopentanoyl)-L-lysine;N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-epsilon-(N-alpha'-palmitoyl-L-glutamic-acid alpha'-t-butyl ester)-L-lysine
CBNumber:
CB13054762
Molecular Formula:
C46H69N3O8
Molecular Weight:
792.06
MDL Number:
MFCD27952849
MOL File:
1491158-62-3.mol
Last updated:2024-02-29 17:14:14
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Fmoc-Lys(Pal-Glu-OtBu)-OH Properties

Boiling point 944.2±65.0 °C(Predicted)
Density 1.099±0.06 g/cm3(Predicted)
pka 3.88±0.21(Predicted)
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|

Fmoc-Lys(Pal-Glu-OtBu)-OH price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC H950213 (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[[(4S)-4-(hexadecanoylamino)-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]amino]hexanoicacid 1491158-62-3 50mg $155 2021-12-16 Buy
ChemScene CS-0038825 Fmoc-Lys(Pal-Glu-OtBu)-OH 1491158-62-3 1g $230 2021-12-16 Buy
ChemPep 181247 Fmoc-Lys(Pal-Glu-OtBu)-OH 1491158-62-3 1g $250 2021-12-16 Buy
ChemScene CS-0038825 Fmoc-Lys(Pal-Glu-OtBu)-OH 1491158-62-3 100mg $60 2021-12-16 Buy
ChemScene CS-0038825 Fmoc-Lys(Pal-Glu-OtBu)-OH 1491158-62-3 250mg $115 2021-12-16 Buy
Product number Packaging Price Buy
H950213 50mg $155 Buy
CS-0038825 1g $230 Buy
181247 1g $250 Buy
CS-0038825 100mg $60 Buy
CS-0038825 250mg $115 Buy

Fmoc-Lys(Pal-Glu-OtBu)-OH Chemical Properties,Uses,Production

Uses

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.

Uses

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.

Biological Activity

ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker[1]. PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein. PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins[2].

Synthesis

3.jpg
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.

References

[1] Beck A, et al. Strategies and challenges for the next generation of antibody-drug conjugates. Nat Rev Drug Discov. 2017;16(5):315-337.    
[2] Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27(8):998-985.

Fmoc-Lys(Pal-Glu-OtBu)-OH Preparation Products And Raw materials

Raw materials

Preparation Products

Fmoc-Lys(Pal-Glu-OtBu)-OH Suppliers

Global( 97)Suppliers
Supplier Tel Email Country ProdList Advantage
Chemtour Biotech Co., Ltd
+8617327281506 market@chemtour.com China 1472 58
BOC Sciences
+16314854226 inquiry@bocsci.com United States 19743 58
Sichuan HongRi Pharma-Tech Co.,Ltd 		+86-028-64841719 +8618980456393 daisy@enlaibio.com China 1369 58
Alpha Biopharmaceuticals Co., Ltd 		+86-411-39042497 +8613921981412 sales@alphabiopharm.com China 886 58
Capot Chemical Co.,Ltd. 		571-85586718 +8613336195806 sales@capotchem.com China 29797 60
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32480 60
career henan chemical co 		+86-0371-86658258 sales@coreychem.com China 29914 58
Chengdu Pukang Biotechnology Co., Ltd 		028-82550498 export@pu-kang.com CHINA 210 58
Shandong chuangyingchemical Co., Ltd. 		18853181302 sale@chuangyingchem.com CHINA 5909 58
Chongqing Chemdad Co., Ltd 		+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Supplier Advantage
Chemtour Biotech Co., Ltd
58
BOC Sciences
58
Sichuan HongRi Pharma-Tech Co.,Ltd 		58
Alpha Biopharmaceuticals Co., Ltd 		58
Capot Chemical Co.,Ltd. 		60
ATK CHEMICAL COMPANY LIMITED 		60
career henan chemical co 		58
Chengdu Pukang Biotechnology Co., Ltd 		58
Shandong chuangyingchemical Co., Ltd. 		58
Chongqing Chemdad Co., Ltd 		58

View Lastest Price from Fmoc-Lys(Pal-Glu-OtBu)-OH manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Fmoc-Lys(Pal-Glu-OtBu)-OH pictures 2024-04-25 Fmoc-Lys(Pal-Glu-OtBu)-OH
1491158-62-3
 US $0.00-0.00 / kg 1kg 98% 1T+ Sichuan HongRi Pharma-Tech Co.,Ltd
Fmoc-Lys(Pal-Glu-Otbu)-OH pictures 2023-06-26 Fmoc-Lys(Pal-Glu-Otbu)-OH
1491158-62-3
 US $150.00 / ASSAYS 10g more than 99.6% 500kg/month Hebei Mingeng Biotechnology Co., Ltd
Fmoc-Lys(Pal-Glu-OtBu)-OH pictures 2019-07-06 Fmoc-Lys(Pal-Glu-OtBu)-OH
1491158-62-3
 US $1.00 / KG 1KG 98% 1kg,5kg,100kg Career Henan Chemical Co

1491158-62-3(Fmoc-Lys(Pal-Glu-OtBu)-OH)Related Search:

FMOC-D-4-Chlorophe FMOC-LYS(BOC)(ISOPROPYL)-OH Fmoc-Lys(nicotinoyl)-OH (R)-N-Acetyl-2-naphthylalanine Fmoc-D-Asn(Trt)-OH
4-[(AMinocarbonyl)aMino]-N-[(9H-fluoren-9-ylMethoxy)carbonyl]-D-phenylalanine Fmoc-D-homoArg(Et)2-OH·HCl (R)-N-Fmoc-(3-Pyridyl)alanine N-[(9H-Fluoren-9-ylMethoxy)carbonyl]-4-[[[(4S)-hexahydro-2,6-dioxo-4-pyriMidinyl]carbonyl]aMino]-L-phenylalanine Fmoc-L-beta-Homoarginine(Pmc)
(s)-3-(fmoc-amino)-n-trityl-adipic acid 6-amide FMoc-D-4-Aph(tBu-CbM)-OH Fmoc-3-(2-Naphthyl)-D-alanine Fmoc-N-Me-Tyr(tBu)-OH FMOC-D-CIT-OH
FMOC-D-alanine Fmoc-N'-Acetyl-L-lysine FMOC-LYS(ME)2-OH HCL

1of4

Fmoc-Lys(Pal-Glu-OtBu)-OH N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N6-[N-(1-oxohexadecyl)-L-gamma-glutamyl]-L-lysine 1'-(1,1-dimethylethyl) ester (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) N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-((S)-5-(tert-butoxy)-5-oxo-4-palmitamidopentanoyl)-L-lysine 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 1491158-62-3 C46H69N3O8