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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
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

VWR International
Tel
--
Fax
--
Email
solutions@vwr.com
Country
United Kingdom
ProdList
6548
Advantage
82
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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-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