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F4061

Sigma-Aldrich

Fmoc-Lys(Mca)-OH

Sinonimo/i:

N-α-Fmoc-N-ε-7-methoxycoumarin-4-acetyl-L-Lys-OH, N-α-Fmoc-N-ε-7-methoxycoumarin-4-acetyl-L-lysine

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About This Item

Formula empirica (notazione di Hill):
C33H32N2O8
Numero CAS:
386213-32-7
Peso molecolare:
584.62
Codice UNSPSC:
12352200
NACRES:
NA.26

Impiego in reazioni chimiche

reaction type: Fmoc solid-phase peptide synthesis

applicazioni

peptide synthesis

Gruppo funzionale

Fmoc

Temperatura di conservazione

−20°C

InChI

1S/C33H32N2O8/c1-41-21-13-14-22-20(17-31(37)43-29(22)18-21)16-30(36)34-15-7-6-12-28(32(38)39)35-33(40)42-19-27-25-10-4-2-8-23(25)24-9-3-5-11-26(24)27/h2-5,8-11,13-14,17-18,27-28H,6-7,12,15-16,19H2,1H3,(H,34,36)(H,35,40)(H,38,39)/t28-/m0/s1
BWJJONDPLYEAMC-NDEPHWFRSA-N

Applicazioni

Fmoc-Lys(Mca)-OH can be used as a building block to prepare fluorescent labeled peptides by solid-phase peptide synthesis. It is also used to synthesize luminescent lanthanide(III)-based chelates for spectroscopic applications, in particular, to label folded proteins or DNA.[1][2]

Prodotti correlati

N° Catalogo
Descrizione
Determinazione del prezzo

907251

H-L-Photo-lysine HCl, ≥98%

907383

Fmoc-L-Photo-Lysine, ≥95%

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number

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Fmoc-Lys(Mtt)-OH Novabiochem®

Sigma-Aldrich

8.52065

Fmoc-Lys(Mtt)-OH

N,N-diisopropiletilammina purified by redistillation, 99.5%

Sigma-Aldrich

387649

N,N-diisopropiletilammina

Alan R Katritzky et al.
Organic & biomolecular chemistry, 6(24), 4582-4586 (2008-11-29)
N(alpha)-Fmoc-N(epsilon)-[(7-methoxycoumarin-4-yl)acetyl]-L-lysine (N(alpha)-Fmoc-L-Lys(Mca)-OH) 3 is conveniently prepared by benzotriazole methodology (52% over two steps). N-Acylbenzotriazoles Mca-Bt 2, N(alpha)-Fmoc-L-Lys(Mca)-Bt 4, coumarin-3-ylcarbonyl (Cc)-Bt 5, N(alpha)-Fmoc-L-Lys(Cc)-Bt 7 and N(alpha)-(Cc)-L-Lys(Fmoc)-Bt 9 enable the efficient microwave enhanced solid-phase fluorescent labeling of peptides.
Fluorescent labeling of peptides on solid phase
Katritzky AR, et al.
Organic & Biomolecular Chemistry, 6(24), 4582-4586 (2008)
On-resin assembly of a linkerless lanthanide (III)-based luminescence label and its application to the total synthesis of site-specifically labeled mechanosensitive channels
Becker C FW, et al.
Bioconjugate Chemistry, 15(5), 1118-1124 (2004)
Christian F W Becker et al.
Bioconjugate chemistry, 15(5), 1118-1124 (2004-09-16)
A synthesis strategy for the on-resin assembly of luminescent lanthanide chelates from commercially available compounds was developed. Advantages of the approach include the absence of spacers between the metal ion and the attachment site, and the compatibility with typical chemical

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