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Fmoc-Lys(Ddiv)-OH

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Products Intro: Product Name:Fmoc-Lys(ivDde)-OH
CAS:204777-78-6
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CAS:204777-78-6
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CAS:204777-78-6
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CAS:204777-78-6
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Products Intro: Product Name:N-FmoC-N'-[1-(4,4-Dimethyl-2,6-dioxoCyclohex-1-ylidene)-3-methylbutyl]-L-lysine
CAS:204777-78-6
Purity:As coa Package:As request Remarks:204777-78-6

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  • Fmoc-Lys(Ddiv)-OH
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  • 2024-04-25
  • CAS:204777-78-6
  • Min. Order: 1kg
  • Purity: 98%
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  • FMOC-LYS(IVDDE)-OH
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  • $8852.00 / 1KG
  • 2020-06-27
  • CAS: 204777-78-6
  • Min. Order: 1KG
  • Purity: 98.0%
  • Supply Ability: 1T
  • FMOC-LYS(IVDDE)-OH
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  • $1.00 / 1KG
  • 2019-07-06
  • CAS:204777-78-6
  • Min. Order: 1KG
  • Purity: 99%
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Fmoc-Lys(Ddiv)-OH Basic information
Product Name:Fmoc-Lys(Ddiv)-OH
Synonyms: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
CAS:204777-78-6
MF:C34H42N2O6
MW:574.71
EINECS:
Product Categories:amino acids;amino acid
Mol File:204777-78-6.mol
Fmoc-Lys(Ddiv)-OH Structure
Fmoc-Lys(Ddiv)-OH Chemical 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.
pka3.88±0.21(Predicted)
form Powder
color White
InChIKeyPYCBVLUBTMHNPW-MHZLTWQESA-N
SMILESC(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 Information
WGK Germany 3
10-21
HS Code 2924 29 70
MSDS Information
Fmoc-Lys(Ddiv)-OH Usage And Synthesis
DescriptionFmoc-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 PropertiesWhite to pale yellow powder
UsesivDde = 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.
UsesFmoc-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.
AdvantagesFmoc-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].
ReferencesWen-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.
Fmoc-Lys(Ddiv)-OH Preparation Products And Raw materials
Raw materials2-(3-METHYLBUTYRYL)-5,5-DIMETHYL-1,3-CYCLOHEXANDIONE-->Isovaleric acid-->FMOC-LYS-OH
Tag:Fmoc-Lys(Ddiv)-OH(204777-78-6) Related Product Information
Fmoc-L-Lys(Dde)-OH (s)-3-(fmoc-amino)-n-trityl-adipic acid 6-amide FMoc-Lys-AMC.HCl FMOC-L-LYS(DANSYL)-OH Fmoc-Lys(N3)-OH FMoc-Aea-OH N(ALPHA)-FMOC-N(EPSILON)-DABCYL-L-LYSINE FMOC-LYS(BOC)(ME)-OH FMOC-LYS(ME)2-OH HCL FMOC-LYS(DNP)-OH Fmoc-Lys(Trt)-OH FMOC-LYS(ME3)-OH HCL N-Boc-N'-Fmoc-L-Lysine L-Fmoc-Aspartic acid alpha-tert-butyl ester N-Boc-N'-Fmoc-D-lysine FMOC-D-ASP-OTBU FMOC-D-GLU-OTBU FMOC-D-LYS(IVDDE)-OH