N6-(tert-Butoxycarbonyl)-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-lysin

Bezeichnung:N6-(tert-Butoxycarbonyl)-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-lysin

CAS-Nr71989-26-9

Englisch Name:Fmoc-Lys(Boc)-OH

CBNumberCB1451227

SummenformelC26H32N2O6

Molgewicht468.54

MOL-Datei71989-26-9.mol

Synonyma

N6-(tert-Butoxycarbonyl)-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-lysin

N6-(tert-Butoxycarbonyl)-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-lysin physikalisch-chemischer Eigenschaften

Schmelzpunkt	130-135 °C (dec.)
alpha	-12 º (c=2,DMF 24 ºC)
Siedepunkt	570.69°C (rough estimate)
Dichte	1.2301 (rough estimate)
Brechungsindex	-12 ° (C=1, DMF)
storage temp.	Store below +30°C.
Löslichkeit	Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka	3.88±0.21(Predicted)
Aggregatzustand	Powder
Farbe	White
Optische Aktivität	[α]20/D 12±1°, c = 1% in DMF
Wasserlöslichkeit	Slightly soluble in water.
BRN	4217767
Stabilität	Stable. Incompatible with strong oxidizing agents.
InChIKey	UMRUUWFGLGNQLI-QFIPXVFZSA-N
CAS Datenbank	71989-26-9(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
S-Sätze:	24/25-36/37/39-27-26
WGK Germany	3
HS Code	29224999

Gefahreninformationscode (GHS)

Fmoc-Lys(Boc)-OH Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S27:Beschmutzte, getränkte Kleidung sofort ausziehen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Beschreibung
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].
Chemische Eigenschaften
white to light yellow crystal powde
Verwenden
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.
Verwenden
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
Einzelnachweise
[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.

Fmoc-Lys(Boc)-OH Upstream-Materialien And Downstream Produkte

N6-(tert-Butoxycarbonyl)-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-lysin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

71989-26-9, Fmoc-Lys(Boc)-OH Verwandte Suche:

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