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914339

Fmoc-L-Lys(Nvoc)-OH

≥98%

Synonym(s):

(S)-2-(((9H-Fluoren-9-yl)methoxy)carbonylamino)-6-((4,5-dimethoxy-2-nitrobenzyloxy)carbonylamino)hexanoic acid, N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N6-(((4,5-dimethoxy-2-nitrobenzyl)oxy)carbonyl)-L-lysine, Lysine with photoremovable NVOC, Photocaged amino acid, Photocleavable lysine derivative

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About This Item

Empirical Formula (Hill Notation):
C31H33N3O10
CAS Number:
150571-28-1
Molecular Weight:
607.61
UNSPSC Code:
12352209
NACRES:
NA.22
MDL number:
MFCD08064317
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Quality Level

100

assay

≥98%

form

powder

mp

108 °C (decomp.)

storage temp.

2-8°C

SMILES string

[N+](=O)([O-])c1c(cc(c(c1)OC)OC)COC(=O)NCCCC[C@H](NC(=O)OCC2c3c(cccc3)c4c2cccc4)C(=O)O

InChI

1S/C31H33N3O10/c1-41-27-15-19(26(34(39)40)16-28(27)42-2)17-43-30(37)32-14-8-7-13-25(29(35)36)33-31(38)44-18-24-22-11-5-3-9-20(22)21-10-4-6-12-23(21)24/h3-6,9-12,15-16,24-25H,7-8,13-14,17-18H2,1-2H3,(H,32,37)(H,33,38)(H,35,36)/t25-/m0/s1

InChI key

UOEGMVQGRMCJDM-VWLOTQADSA-N

Application

Fmoc-L-Lys(Nvoc)-OH is a lysine derivative compatible with solid-phase peptide synthesis (SPPS). The photolabile, N-terminal protecting group nitroveratryloxycarbonyl (NVOC) can be cleaved by photolysis at 350 nm. Photocaged amino acids such as these are useful in the synthesis of photocleavable chemical tools for spatial and temporal control over released molecules in biological applications.

Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)

Other Notes

Total chemical synthesis of photoactivatable proteins for light-controlled manipulation of antigen-antibody interactions

In situ cell manipulation through enzymatic hydrogel photopatterning

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Shan Tang et al.
Chemical science, 7(3), 1891-1895 (2016-03-01)
We report the chemical synthesis of the first photo-activatable protein antigen that can be used to study antigen-antibody interaction mediated responses in B cells. This strategy facilitated fine tuning of the caged protein antigen to optimize its bioactivity and photochemical
Katarzyna A Mosiewicz et al.
Nature materials, 12(11), 1072-1078 (2013-10-15)
The physicochemical properties of hydrogels can be manipulated in both space and time through the controlled application of a light beam. However, methods for hydrogel photopatterning either fail to maintain the bioactivity of fragile proteins and are thus limited to

Global Trade Item Number

SKUGTIN
914339-100MG04061842050888