Fmoc-Lys(Z)-OH

Base Information

• Chemical Name: Fmoc-Lys(Z)-OH
• CAS No.: 86060-82-4
• Molecular Formula: C29H30N2O6
• Molecular Weight: 502.567
• Hs Code.: 29242990
• European Community (EC) Number: 852-969-1
• DSSTox Substance ID: DTXSID60388457
• Nikkaji Number: J1.464.399K
• Wikidata: Q72478189
• ChEMBL ID: CHEMBL359477
• Mol file: 86060-82-4.mol

Synonyms:Fmoc-Lys(Z)-OH;86060-82-4;Fmoc-Lys(Cbz)-OH;(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-(phenylmethoxycarbonylamino)hexanoic acid;(2S)-6-(benzyloxycarbonylamino)-2-(9H-fluoren-9-ylmethoxycarbonylamino)hexanoic acid;MFCD00065662;Lysine derivative 4;SCHEMBL178700;BDBM9851;CHEMBL359477;DTXSID60388457;KRULQRVJXQQPQH-SANMLTNESA-N;AKOS016842978;CS-W011498;HY-W010782;DS-13760;Fmoc-Lys(Z)-OH, >=98.0% (HPLC);F11063;M03420;EN300-1556196;A841541;J-300179;N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N6-((benzyloxy)carbonyl)-L-lysine;Nalpha-(9-fluorenylmethoxycarbonyl)-Nepsilon-benzyloxycarbonyl-L-lysine;(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-(benzyloxycarbonylamino)hexanoic acid;L-Lysine, N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-N6-[(phenylmethoxy)carbonyl]-;N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N6-[(phenylmethoxy)carbonyl]-L-lysine;(2S)-6-{[(benzyloxy)carbonyl]amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid;(2S)-6-{[(benzyloxy)carbonyl]amino}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid;N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-epsilon-(benZyl-oxycarbonyl)-L-lysine (Fmoc-L-Lys(CbZ)-OH)

Chemical Property of Fmoc-Lys(Z)-OH

Chemical Property:

• Vapor Pressure: 1.04E-23mmHg at 25°C
• Melting Point: 110-120 °C
• Refractive Index: 1.603
• Boiling Point: 751.2 °C at 760 mmHg
• PKA: 3.88±0.21(Predicted)
• Flash Point: 408.1 °C
• PSA: 113.96000
• Density: 1.261 g/cm³
• LogP: 5.85680
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 13
• Exact Mass: 502.21038668
• Heavy Atom Count: 37
• Complexity: 733

Purity/Quality:

99% ^*data from raw suppliers

N-alpha-Fmoc-Nε-Z-L-lysine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NCCCCC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)NCCCC[C@@H](C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Uses: Fmoc-Lys(Z)-OH, is an amino acid derivative, used in chemical synthesis and peptide chemistry.

Technology Process of Fmoc-Lys(Z)-OH

There total 6 articles about Fmoc-Lys(Z)-OH which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → Fmoc-Lys(Z)-OH (86060-82-4,110990-07-3)

Guidance literature:

N₆-[(benzyloxy)carbonyl]-L-lysine; With sodium hydrogencarbonate; In tetrahydrofuran; water;

(fluorenylmethoxy)carbonyl chloride; In tetrahydrofuran; water; at 0 ℃;

With hydrogenchloride; In tetrahydrofuran; water; pH=2 - 3;

DOI:10.1016/j.bmc.2010.06.035

Reference yield: 90.0%

→ Fmoc-Lys(Z)-OH (86060-82-4,110990-07-3)

Guidance literature:

With sodium hydrogencarbonate; In water; acetone; at 20 ℃; for 12h;

Reference yield: 88.0%

(S)-6-Benzyloxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-hexanoic acid 2-trimethylsilanyl-ethoxymethyl ester → Fmoc-Lys(Z)-OH (86060-82-4,110990-07-3)

Guidance literature:

With magnesium bromide; In dichloromethane; for 12h; Ambient temperature; addition at -20 deg C, 0.5 h;

DOI:10.1016/S0040-4039(97)00863-0

upstream raw materials:

N₆-[(benzyloxy)carbonyl]-L-lysine

(fluorenylmethoxy)carbonyl chloride

(9-fluorenyl)methyl pentafluorophenyl carbonate

Downstream raw materials:

Fmoc-Lys(Z)-OSu

Refernces

• 1、 Huhtiniemi, Tero,Salo, Heikki S.,Suuronen, Tiina,Poso, Antti,Salminen, Antero,Lepp?nen, Jukka,Jarho, Elina,Lahtela-Kakkonen, Maija. "Structure-based design of pseudopeptidic inhibitors for SIRT1 and SIRT2". supporting information; experimental part. p. 6456 - 6468. Retrieved 2011/12/03.
• 2、 Chen, Wei-Chuan,Vera, Matthew D.,Joullie, Madeleine M.. "Mild, selective cleavage of amino acid and peptide β-(trimethylsilyl)ethoxymethyl (SEM) esters by magnesium bromide". . p. 4025 - 4028. Retrieved 2007/10/03.