Fmoc-Lys(Ddiv)-OH

ChemicalBook > CAS DataBase List > Fmoc-Lys(Ddiv)-OH

Product Name: Fmoc-Lys(Ddiv)-OH
CAS No.: 204777-78-6
Chemical Name: Fmoc-Lys(Ddiv)-OH
Synonyms: Fmoc-Lys(Ddiv)-OH;Fmoc-Lys(ivDde)-0H;FMOC-LYS(IVDDE)-OH;Fmoc-Lys(iVDdde)-OH;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
CBNumber: CB9168561
Molecular Formula: C34H42N2O6
Formula Weight: 574.71
MOL File: 204777-78-6.mol

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Fmoc-Lys(Ddiv)-OH Property

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

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Safety

WGK Germany: 3
F: 10-21
HS Code: 2924 29 70

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P330Rinse mouth.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 8.52082
Product name: Fmoc-Lys(ivDde)-OH
Purity: Novabiochem?
Packaging: 1g
Price: $225
Updated: 2024/03/01

Sigma-Aldrich

Product number: 8.52082
Product name: Fmoc-Lys(ivDde)-OH
Purity: Novabiochem?
Packaging: 5G
Price: $899
Updated: 2024/03/01

Sigma-Aldrich

Product number: 29207
Product name: Fmoc-Lys(Ddiv)-OH
Purity: ≥96.0% (HPLC)
Packaging: 1g
Price: $446
Updated: 2024/03/01

Alfa Aesar

Product number: H66820
Product name: Nalpha-Fmoc-Nepsilon-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]-L-lysine, 95%
Packaging: 1g
Price: $181.65
Updated: 2024/03/01

Alfa Aesar

Product number: H66820
Product name: Nalpha-Fmoc-Nepsilon-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]-L-lysine, 95%
Packaging: 250mg
Price: $67.7
Updated: 2023/06/20

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Fmoc-Lys(Ddiv)-OH Chemical Properties,Usage,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.

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

Raw materials

Preparation Products

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Fmoc-Lys(Ddiv)-OH Suppliers

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

Sichuan HongRi Pharma-Tech Co.,Ltd

Product: Fmoc-Lys(Ddiv)-OH 204777-78-6
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1T+
Release date: 2024-03-05

Shaanxi Dideu Medichem Co. Ltd

Product: FMOC-LYS(IVDDE)-OH 204777-78-6
Price: US $8852.00/KG
Min. Order: 1KG
Purity: 98.0%
Supply Ability: 1T
Release date: 2020-06-24

Career Henan Chemical Co

Product: FMOC-LYS(IVDDE)-OH 204777-78-6
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20kg
Release date: 2018-08-15

204777-78-6, Fmoc-Lys(Ddiv)-OHRelated Search:

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

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

(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

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

(9H-Fluoren-9-yl)MethOxy]Carbonyl L-Lys(ivDde)-OH

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

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

Fmoc-Lys(iVDdde)-OH

204777-78-6

204777-78-4

C34H42N2O6

Lysine

Specialty Synthesis

Peptide Synthesis

Amino Acid Derivatives

amino acids

amino acid