CAS 71989-26-9 Fmoc-Lys(Boc)-OH (HCID 2724628)

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Grundinformationen

CAS: 71989-26-9
Standard-SMILES: CC(C)(C)OC(=O)NCCCC[C@H](NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)O
InChIKey: UMRUUWFGLGNQLI-QFIPXVFZSA-N
Summenformel: C26H32N2O6
Durchschnittliche Molmasse: 468,5 g/mol
Monoisotopische Masse: 468,22603674

Namen und Bezeichner

Bevorzugter Name: Fmoc-Lys(Boc)-OH
IUPAC: (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid
Lokaler Name: N6-(tert-Butoxycarbonyl)-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-lysin
Englischer Name: Fmoc-Lys(Boc)-OH
Summenformel: C26H32N2O6
Molmasse: 468.54

Namen und Synonyme

Fmoc-Lys(Boc)-OHDTXSID901316712RefChem:599555DTXCID201746546Na-Fmoc-Ne-Boc-L-lysineFmoc-L-Lys (Boc)-OH(S)-2-((((9H-FLUOREN-9-YL)METHOXY)CARBONYL)AMINO)-6-((TERT-BUTOXYCARBONYL)AMINO)HEXANOIC ACIDMFCD00037138N-1-Fmoc-N-5-t-boc-l-lysineNepsilon-Boc-Nalpha-Fmoc-L-lysineN6-Boc-N2-Fmoc-L-lysineNepsilon-(tert-Butoxycarbonyl)-Nalpha-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-lysine

Weitere Namen anzeigen

FMOC-L-LYS(BOC)-OHFMOC-D-LYS(BOC)FMOC-L-LYS(BOC)fmoc-lys(boc)-oFmoc-Lys(Boc)-0HN6-(TERT-BUTOXYCARBONYL)-N2-((9H-FLUOREN-9-YLMETHOXY)CARBONYL)-L-LYSINEL-LYSINE, N6-[(1,1-DIMETHYLETHOXY)CARBONYL]-N2-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-

AKOS015892735Fmoc-Lys(Boc)(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acidAS-14176HY-79128B3072M03419(2S)-6-(tert-butoxycarbonylamino)-2-(9H-fluoren-9-ylmethoxycarbonylamino)hexanoic acid

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 4,5
Polarare Oberfläche (TPSA): 114 Å²
H-Brücken-Donoren: 3
H-Brücken-Akzeptoren: 6
Frei drehbare Bindungen: 12
Schwere Atome: 34
Formalladung: 0
Komplexität: 684

Physikochemische Eigenschaften

Schmelzpunkt: 130 · 130-135 °C (dec.)
Siedepunkt: 570.69 °C · 570.69°C (rough estimate)
Dichte: 1.2301 · 1.2301 (rough estimate)
Brechungsindex: -12 ° · -12 ° (C=1, DMF)
storage temp.: 30 °C · Store below +30°C.
Löslichkeit: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka: 3.88 · 3.88±0.21(Predicted)
Aggregatzustand: Powder
Farbe: White
Wasserlöslichkeit: Slightly soluble in water.
BRN: 4217767 · 4217767
Stabilität: Stable. Incompatible with strong oxidizing agents.
Major Application: peptide synthesis
InChIKey: UMRUUWFGLGNQLI-QFIPXVFZSA-N
SMILES: CC(C)(C)OC(=O)NCCCC[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk: 3
hs_code: 29224999
hazard_code: Xi
safety_code: 24/25-36/37/39-27-26
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungFmoc-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].

VerwendenFmoc-Lys(Boc)-OH 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.