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Fmoc-Lys(Boc)-OH

CAS No.
71989-26-9
Chemical Name:
Fmoc-Lys(Boc)-OH
Synonyms
FMOC-LYS(BOC)-OH;FMOC-LYS(BOC);FMOC-L-LYS(BOC)-OH;FMOC-D-LYS(BOC);fmoc-lys(boc)-o;FMOC-L-LYS(BOC);Fmoc-L-Lysine(Boc)-OH;Nα-Fmoc-Nε-Boc-L-lysine;Nα-Fmoc-Nε-Boc-L-lysine;N6-(TERT-BUTOXYCARBONYL)-N2-((9H-FLUOREN-9-YLMETHOXY)CARBONYL)-L-LYSINE
CBNumber:
CB1451227
Molecular Formula:
C26H32N2O6
Molecular Weight:
468.54
MDL Number:
MFCD00037138
MOL File:
71989-26-9.mol
MSDS File:
SDS
Last updated:2024-11-19 23:02:33

Fmoc-Lys(Boc)-OH Properties

Melting point 130-135 °C (dec.)
alpha -12 º (c=2,DMF 24 ºC)
Boiling point 570.69°C (rough estimate)
Density 1.2301 (rough estimate)
refractive index -12 ° (C=1, DMF)
storage temp. Store below +30°C.
solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka 3.88±0.21(Predicted)
form Powder
color White
optical activity [α]20/D 12±1°, c = 1% in DMF
Water Solubility Slightly soluble in water.
BRN 4217767
Stability Stable. Incompatible with strong oxidizing agents.
InChIKey UMRUUWFGLGNQLI-QFIPXVFZSA-N
CAS DataBase Reference 71989-26-9(CAS DataBase Reference)
FDA 21 CFR 582.5411

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362+P364-P403+P233-P501c
Hazard Codes  Xi
Safety Statements  24/25-36/37/39-27-26
WGK Germany  3
HS Code  29224999
NFPA 704
0
1 0

Fmoc-Lys(Boc)-OH price More Price(76)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.52012 Fmoc-Lys(Boc)-OH Novabiochem? 71989-26-9 25g $72.8 2024-03-01 Buy
Sigma-Aldrich 8.52012 Fmoc-Lys(Boc)-OH Novabiochem? 71989-26-9 100g $183 2024-03-01 Buy
Sigma-Aldrich 8.52012 Fmoc-Lys(Boc)-OH Novabiochem? 71989-26-9 250g $365 2024-03-01 Buy
Sigma-Aldrich 8.52012 Fmoc-Lys(Boc)-OH Novabiochem? 71989-26-9 1kg $1370 2024-03-01 Buy
Sigma-Aldrich 47624 Fmoc-Lys(Boc)-OH ≥98.0% (HPLC) 71989-26-9 1G $28.5 2024-03-01 Buy
Product number Packaging Price Buy
8.52012 25g $72.8 Buy
8.52012 100g $183 Buy
8.52012 250g $365 Buy
8.52012 1kg $1370 Buy
47624 1G $28.5 Buy

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

Description

Fmoc-Lys(Boc)-OH (Na-Fmoc-Ne-Boc-L-lysine) has emerged as the standard Fmoc-Lys derivative used in peptide synthesis. The Boc group on the side chain is stable under basic conditions and remains in place even through many Fmoc deprotection cycles. The Boc group of Fmoc-Lys(Boc)-OH is readily removed with trifluoroacetic acid (TFA) during cleavage of the peptide product from Wang resin or Rink amide resin. It could self-assemble to sphere like morphology in all conditions irrespective of concentration and heating. To prepare the FAPI-04 dimer complex, this compound could used as a linker to conjugate two FAPI-04 structures by an amide reaction. After further modification, the product can perform cancer theranostics[1-2].

Chemical Properties

white to light yellow crystal powde

Uses

Fmoc-Lys(Boc)-OH can be used for:

  • The solid-phase synthesis of pentasubstituted dihydroimidazolylbutyl dihydroimidazol-3-ium salts by coupling with p-methylbenzhydrylamine (MBHA) resin.
  • Fmoc-based peptide synthesis of bis-naphthalene diimide, a threading intercalator.
  • Synthesis of ε-Boc-ε-(3,5-bis-trifluoromethyl-benzyl)-α-Fmoc-L-Lysine to be used as 19F NMR based screening tool.

Uses

It is used to prepare dimeric RGD peptide-paclitaxel conjugate as model for integrin-targeted drug delivery. It is also used to synthesize DOTA-conjugated multivalent cyclic-RGD peptide dendrimers for tumor targeting and imaging use.

References

[1] Gour N, et al. Controlled aggregation properties of modified single amino acids. ChemRxiv, 2021; 46.
[2] Zhong X, et al. Synthesis and Preclinical Evaluation of a Novel FAPI-04 Dimer for Cancer Theranostics. Molecular Pharmaceutics, 2023; 20: 2402–2414.

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Fmoc-L-Lys(Boc)-OH pictures 2024-11-28 Fmoc-L-Lys(Boc)-OH
71989-26-9
US $0.00-0.00 / kg 1kg 98% 1T Sichuan HongRi Pharma-Tech Co.,Ltd
N-Fmoc-N'-Boc-L-Lysine pictures 2024-11-28 N-Fmoc-N'-Boc-L-Lysine
71989-26-9
US $5.00 / kg 1kg ≥99% 100mt/year Jinan Finer Chemical Co., Ltd
N-alpha-FMOC-Nepsilon-BOC-L-Lysine pictures 2024-11-27 N-alpha-FMOC-Nepsilon-BOC-L-Lysine
71989-26-9
US $0.00-0.00 / Kg/Drum 1KG 99.5%min 500KGS WUHAN FORTUNA CHEMICAL CO., LTD
Nα-FMoc-Nε-Boc-L-lysine N^e-Boc-N^a-FMoc-L-lysine, 98% ALPHA-FMOC-EPSILON-BOC-LYSINE FMOC-D-LYSINE(BOC)-OH FMOC-L-LYS(TBOC)-OH FMOC-L-LYSINE(BOC) FMOC-L-LYSINE (TBOC) FMOC-N-EPSILON-BOC-D-LYSINE FMOC-N-EPSILON-BOC-L-LYSINE FMOC-LYSINE(BOC)-OH Fmoc-(Boc)lysine Fmoc-Lys(Boc)-OH (N-Alpha-Fmoc-N-Epsilon-Boc-L-Lysine) N-alpha-FMOC-Nepsilo Nalpha-FMOC-Nepsilon-BOC-L-Lysine,99% L-LYSINE-ALPHA-N-FMOC, EPSILON-N-T-BOC Nepsilon-Boc-Nalpha-Fmoc-L-lysine Fmoc-Lys(Boc)-OH Fmoc-Iys(Boc)-OH FMoc-Lys(Boc)-OH >=98.0% (HPLC) Fmoc-Lys(Boc)-OH(CAS:71989-26-9) L-LYSINE-ALPHA-N-FMOC, EPSILON-N-T-BOC (13C6 L-LYSINE-ALPHA-N-FMOC, EPSILON-N-T-BOC (1-13C) Nε-(tert-Butoxycarbonyl)-Nα-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-lysine (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid Nα-Fmoc-Nε-Boc-L-lysine≥ 99.5% (HPLC, Chiral purity) N-α-FMOC-N-&epsi:-BOC-L-lysine N-ALPHA-FMOC-N-EPSILON-BOC-D-LYSINE N-ALPHA-FMOC-N-EPSILON-BOC-L-LYSINE N-ALPHA-FMOC-N-EPSILON-T-BOC-D-LYSINE N-ALPHA-FMOC-N-EPSILON-T-BOC-L-LYSINE N-ALPHA-FMOC-N-EPSILON-T-BUTYLOXYCARBONYL-D-LYSINE N-ALPHA-FMOC-N-EPSILON-T-BUTYLOXYCARBONYL-L-LYSINE N-ALPHA-FMOC-N-EPSILON-TERT-BOC-D-LYSINE N-ALPHA-FMOC-N-EPSILON-TERT-BOC-L-LYSINE N-ALPHA-FMOC-T-BOC-L-LYS N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-EPSILON-T-BUTYLOXYCARBONYL-L-LYSINE NEPSILON-tert-Butoxycarbonyl-NALPHA-9-fluorenylmethoxycarbonyl-L- lysine FMOC-N-(EPSILON)-BOC-L-LYSINE (FMOC-L-LYS(BOC)-OH) FMOC-N-E-BOC-L-LYSINE N-α-Fmoc-N-ε-t.-Boc-L-lysine L-Lysine-UL-13C6, 15N2-α-N-FMOC, ε-N-t-BOC L-Lysine-1-13C-α-N-FMOC, ε-N-t-BOC NA-FMOC-N-E-BOC-L-LYSINE N-ALPHA-9-FLUORENYLMETHOXYCARBONYL-N-EPSILON-T-BUTYLOXYCARBONYL-L-LYSINE N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-EPSILON-(TERT-BUTOXYCARBONYL)-L-LYSINE N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-EPSILON-T-BUTOXYCARBONYL-L-LYSINE N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-EPSILON-T-BUTOXYCARBONYL-D-LYSINE N-ALPHA-9-FLUORENYLMETHOXYCARBONYL-N-EPSILON-T-BUTYLOXYCARBONYL-D-LYSINE N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-EPSILON-T-BUTYL-OXYCARBONYL-D-LYSINE NALPHA-9-FLUORENYLMETHYLOXYCARBONYL-NEPSILON-TERT-BUTOXYCARBONYL-L-LYSINE N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-EPSILON-TERT-BUTYLOXYCARBONYL-L-LYSINE N(ALPHA)-(9-FLUROENYLMETHOXYCARBONYL)-N& NA-FMOC-N-EPSILON-T-BOC-L-LYSINE FMOC-LYS(BOC)-OH 98+% L-Lysine-1-13C-alpha-N-FMOC, epsilon-N-t-BOC L-Lysine-UL-13C6, 15N2-alpha-N-FMOC, epsilon-N-t-BOC nepsilon-(tert-butoxycarbonyl)-nalpha-[(9h-fluoren-9-ylmethoxy)carbonyl]-l-lysine nepsilon-boc-nalpha-fmoc-l-lysine Nalpha-9-Fluorenylmethyloxycarbonyl-Ne-t-butoxycarbonyl-L-lysine