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71989-26-9

71989-26-9 Structure

71989-26-9 Structure
IdentificationMore
[Name]

N-alpha-FMOC-Nepsilon-BOC-L-Lysine
[CAS]

71989-26-9
[Synonyms]

ALPHA-FMOC-EPSILON-BOC-LYSINE
FMOC-D-LYS(BOC)
FMOC-D-LYS(BOC)-OH
FMOC-D-LYSINE(BOC)-OH
FMOC-L-LYS(BOC)
FMOC-L-LYS(BOC)-OH
FMOC-L-LYSINE(BOC)
FMOC-L-LYSINE (TBOC)
FMOC-L-LYS(TBOC)-OH
FMOC-LYS(BOC)
FMOC-LYS(BOC)-OH
FMOC-LYSINE(BOC)-OH
FMOC-N-EPSILON-BOC-D-LYSINE
FMOC-N-EPSILON-BOC-L-LYSINE
L-LYSINE, N6-[(1,1-DIMETHYLETHOXY)CARBONYL]-N2-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-
N6-(TERT-BUTOXYCARBONYL)-N2-((9H-FLUOREN-9-YLMETHOXY)CARBONYL)-L-LYSINE
NA-FMOC-N-E-BOC-L-LYSINE
N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-EPSILON-T-BUTOXYCARBONYL-D-LYSINE
N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-EPSILON-T-BUTOXYCARBONYL-L-LYSINE
N-ALPHA-9-FLUORENYLMETHOXYCARBONYL-N-EPSILON-T-BUTYLOXYCARBONYL-D-LYSINE
[EINECS(EC#)]

276-256-4
[Molecular Formula]

C26H32N2O6
[MDL Number]

MFCD00037138
[Molecular Weight]

468.54
[MOL File]

71989-26-9.mol
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystal powde
[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. ]

2-8°C
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

Powder
[pka]

3.88±0.21(Predicted)
[color ]

White
[Stability:]

Stable. Incompatible with strong oxidizing agents.
[Optical Rotation]

[α]20/D 12±1°, c = 1% in DMF
[Water Solubility ]

Slightly soluble in water.
[Detection Methods]

T,NMR,Rotation
[BRN ]

4217767
[Major Application]

peptide synthesis
[InChIKey]

UMRUUWFGLGNQLI-QFIPXVFZSA-N
[SMILES]

CC(C)(C)OC(=O)NCCCC[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O
[CAS DataBase Reference]

71989-26-9(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
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 ]

S24/25:Avoid contact with skin and eyes .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[REACH Registrations]

Active
[HS Code ]

29242990
[Storage Class]

11 - Combustible Solids
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

N-alpha-FMOC-Nepsilon-BOC-L-Lysine(71989-26-9).msds
Hazard InformationBack Directory
[Description]

Fmoc-Lys(Boc)-OH 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.
[Chemical Properties]

white to light yellow crystal powde
[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.
[reaction suitability]

reaction type: Fmoc solid-phase peptide synthesis
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

Fmoc-Lys(Boc)-OH(71989-26-9)1HNMR
Fmoc-Lys(Boc)-OH(71989-26-9)1HNMR
Fmoc-Lys(Boc)-OH(71989-26-9)FT-IR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

71989-26-9(sigmaaldrich)
[TCI AMERICA]

Nepsilon-(tert-Butoxycarbonyl)-Nalpha-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-lysine,>98.0%(LC)(T)(71989-26-9)
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