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F4061

Fmoc-Lys(Mca)-OH

Name: Fmoc-Lys(Mca)-OH
Brand: ALDRICH

Synonym(s):

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

Empirical Formula (Hill Notation):

C₃₃H₃₂N₂O₈

CAS Number:

386213-32-7

Molecular Weight:

584.62

UNSPSC Code:

12352200

NACRES:

NA.26

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Properties

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

−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

InChI key

BWJJONDPLYEAMC-NDEPHWFRSA-N

Description

Application

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.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Fluorescent labeling of peptides on solid phase.

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.

Global Trade Item Number

SKU	GTIN
F4061-2.5G	04061832597720
F4061-500MG	04061833617465