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Fmoc-Lys(Ddiv)-OH

CAS No.
204777-78-6
Chemical Name:
Fmoc-Lys(Ddiv)-OH
Synonyms
Fmoc-Lys(Ddiv)-OH;FMOC-LYS(IVDDE)-OH;Fmoc-Lys(ivDde)-0H;FMOC-L-LYS(IVDDE)-OH;FMOC-LYSINE(IVDDE)-OH;FMOC-LYS(IVDDE)-OH 5 G;FMoc-Lys(Ddiv)-OHFMoc-Ly;FMOC-LYS(IVDDE)-OH USP/EP/BP;Fmoc-Lys(ivDde)-OH Novabiochem;Fmoc-Lys(ivDde)-OH, ≥96% (HPLC)
CBNumber:
CB9168561
Molecular Formula:
C34H42N2O6
Molecular Weight:
574.71
MDL Number:
MFCD01631658
MOL File:
204777-78-6.mol
Last updated:2024-03-05 16:46:33

Fmoc-Lys(Ddiv)-OH Properties

Boiling point 765.6±60.0 °C(Predicted)
Density 1.183±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka 3.88±0.21(Predicted)
form Powder
color White
InChIKey PYCBVLUBTMHNPW-MHZLTWQESA-N
SMILES C(O)(=O)[C@H](CCCCN/C(=C1/C(=O)CC(C)(C)CC/1=O)/CC(C)C)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H312-H332
Precautionary statements  P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501
WGK Germany  3
10-21
HS Code  2924 29 70

Fmoc-Lys(Ddiv)-OH price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.52082 Fmoc-Lys(ivDde)-OH Novabiochem? 204777-78-6 1g $225 2024-03-01 Buy
Sigma-Aldrich 8.52082 Fmoc-Lys(ivDde)-OH Novabiochem? 204777-78-6 5G $899 2024-03-01 Buy
Sigma-Aldrich 29207 Fmoc-Lys(Ddiv)-OH ≥96.0% (HPLC) 204777-78-6 1g $446 2024-03-01 Buy
Alfa Aesar H66820 Nalpha-Fmoc-Nepsilon-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]-L-lysine, 95% 204777-78-6 1g $181.65 2024-03-01 Buy
Alfa Aesar H66820 Nalpha-Fmoc-Nepsilon-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]-L-lysine, 95% 204777-78-6 250mg $67.7 2023-06-20 Buy
Product number Packaging Price Buy
8.52082 1g $225 Buy
8.52082 5G $899 Buy
29207 1g $446 Buy
H66820 1g $181.65 Buy
H66820 250mg $67.7 Buy

Fmoc-Lys(Ddiv)-OH Chemical Properties,Uses,Production

Description

Fmoc-lys(IVDDE)-OH is a kind of FMOC (9H-fluoren-9-ylmethoxycarbon) and N-IVDDE (1-(4,4-Dimethyl-2,6-dioxo-cyclohexylidene)-3-methyl-butyl) double protected amino acid (lysine). It is important during peptide manufacturing. It is mainly used for the production of peptides which required to be modified on the Lysine side chain, including peptides labeled peptides, PEGylated peptides or peptides cyclized through the Lys side chain. It can also be used for the manufacturing of anionic cell penetrating peptide which is useful for intracellular delivery of therapeutic agents such as proteins and nucleic acids. The IVDDE group can be conveniently removed thorough hydrazine in the presence of acid labile groups.

Chemical Properties

White to pale yellow powder

Uses

ivDde = 1-(4,4-Dimethyl-2,6-dioxo-cyclohexylidene)-3-methyl-butyl The ivDde protective group possesses higher orthogonality regarding Boc and Fmoc in comparison to Dde. Fmoc-Lys(Ddiv)-OH is orthogonally protected lysine. The Ddiv protection is stable to piperidine.

Uses

Fmoc-Lys(ivDde)-OH is especially useful for preparing peptides selectively modified on the Lys sidechain, such as peptides labeled peptides, PEGylated peptides or peptides cyclized through the Lys sidechain. The ivDde protective group possesses higher orthogonality regarding Boc and Fmoc in comparison to Dde. The ivDde group can be selectively removed with hydrazine in the presence of acid labile groups such as t-butyl and trityl based protecting groups.

Advantages

Fmoc-Lys(ivDde)-OH could be used to synthesize hetero-branched peptidesto avoid homodimer generation and construct heterodimers with a high ratio. This agent was used to generate Cellpenetrating peptides (CPP) and candidate peptides in one molecule[1].

References

Wen-Qu, L. I., X. U. Hong-Yan, and L. I. Zhan-Xiong. "Synthesis of End N-Ivdde Protected Amino Acid."Chinese Journal of Synthetic Chemistry 17.2(2009):213-215.
http://www.chempep.com/ChemPep_Products2_Fmoc-Amino-Acid.php?id=101224
Chen, Hui Ting, et al. "Anionic cell penetrating peptide and its use for intracellular delivery." US, US8614194. 2013.
[1] Kozaki L, et al. Disulfide linked hetero dimeric peptide arrays for screening functional peptides inside cells. Journal of Bioscience and Bioengineering, 2019; 129: 613-618.

503-74-2
204777-78-6
Synthesis of Fmoc-Lys(Ddiv)-OH from Isovaleric acid

Fmoc-Lys(Ddiv)-OH Preparation Products And Raw materials

Global( 206)Suppliers
Supplier Tel Email Country ProdList Advantage
Alpha Biopharmaceuticals Co., Ltd
+86-411-39042497 +8613921981412 sales@alphabiopharm.com China 886 58
Sichuan HongRi Pharma-Tech Co.,Ltd
+86-028-64841719 +8615680023009 daisy@enlaibio.com China 1369 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 15956 58
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9341 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32686 60
GenicBio Limited
+86-21-37621270 service@genicbio.com CHINA 991 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Jinan Carbotang Biotech Co.,Ltd.
+8615866703830 figo.gao@foxmail.com China 7154 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22968 58

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View Lastest Price from Fmoc-Lys(Ddiv)-OH manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Fmoc-Lys(Ddiv)-OH pictures 2024-05-31 Fmoc-Lys(Ddiv)-OH
204777-78-6
US $0.00-0.00 / kg 1kg 98% 1T+ Sichuan HongRi Pharma-Tech Co.,Ltd
 FMOC-LYS(IVDDE)-OH      pictures 2020-06-27 FMOC-LYS(IVDDE)-OH
204777-78-6
US $8852.00 / KG 1KG 98.0% 1T Shaanxi Dideu Medichem Co. Ltd
FMOC-LYS(IVDDE)-OH pictures 2019-07-06 FMOC-LYS(IVDDE)-OH
204777-78-6
US $1.00 / KG 1KG 99% 20kg Career Henan Chemical Co

Fmoc-Lys(Ddiv)-OH Spectrum

FMoc-Lys(ivDde)-OH N-α-FMoc-N-ε-1-(4,4-diMethyl-2,6-dioxocyclohex-1 -ylidene)-3-Methylbutyl-L-lysine Fmoc-Lys(Ddiv)-OH (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-(1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutylamino)hexanoic acid Nα-Fmoc-Nε-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl-L-lysine≥ 99.9% (HPLC, Chiral purity) Fmoc-Lys(ivDde)-OH Novabiochem Nalpha-Fmoc-Nepsilon-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]-L-lysine FMOC-N-EPSILON-1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)-3-METHYLBUTYL-L-LYSINE FMOC-LYSINE(IVDDE)-OH FMOC-LYS(IVDDE)-OH FMOC-L-LYS(IVDDE)-OH N-α-Fmoc-N-ε-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl-L-lysine FMoc-Lys(Ddiv)-OHFMoc-Ly N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-EPSILON-[1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)-3-METHYLBUTYL]-L-LYSINE N-ALPHA-(9-FLUORENYL)METHOXYCARBONYL)-N-EPSILON-[1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEXYLIDENE-3-METHYLBUTYL]-L-LYSINE N-ALPHA-FMOC-N-EPSILON-1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)-3-METHYLBUTYL-L-LYSINE (2S)-6-{[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid Fmoc-Lys(ivDde)-0H (9H-Fluoren-9-yl)MethOxy]Carbonyl L-Lys(ivDde)-OH FMOC-LYS(IVDDE)-OH 5 G N~6~-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]-N~2~-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-lysine L-Lysine, N6-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]- (2S)-6-[[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)hexanoicaci FMOC-LYS(IVDDE)-OH USP/EP/BP Nα-Fmoc-Nε-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl-L-lysine N~6~-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbuty... Fmoc-Lys(ivDde)-OH, ≥96% (HPLC) N6-[1-(4,4-Dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]-N2-Fmoc-L-lysine 204777-78-6 204777-78-4 C34H42N2O6 Lysine Specialty Synthesis Peptide Synthesis Amino Acid Derivatives amino acids amino acid