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Merck

915793

Sigma-Aldrich

Methyl-o-nitropiperonyllysine

≥95%

別名:

N6-((1-(6-Nitrobenzo[d][1,3]dioxol-5-yl)ethoxy)carbonyl)-L-lysine, Light-triggered decaging Lys, Photo-controlled amino acid, Photocaged amino acid, Photocleavable lysine derivative, mNPK

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About This Item

実験式(ヒル表記法):
C16H21N3O8
CAS番号:
分子量:
383.35
MDL番号:
UNSPSCコード:
12352209
NACRES:
NA.22

品質水準

アッセイ

≥95%

フォーム

powder

保管温度

−20°C

SMILES記法

[N+](=O)([O-])c1cc2c(cc1C(OC(=O)NCCCC[C@H](N)C(=O)O)C)OCO2

InChI

1S/C16H21N3O8/c1-9(27-16(22)18-5-3-2-4-11(17)15(20)21)10-6-13-14(26-8-25-13)7-12(10)19(23)24/h6-7,9,11H,2-5,8,17H2,1H3,(H,18,22)(H,20,21)/t9?,11-/m0/s1

InChI Key

ZXXFKVZFDGUTQW-UMJHXOGRSA-N

アプリケーション

Methyl-o-nitropiperonyllysine (mNPK) trifluoroacetic acid is a photo-responsive unnatural amino acid (UAA) for spatiotemporal control of biological molecules or processes as reported by Kneuttinger et al. Irradiation with UV light decages the Lys amino acid, freeing the residue or protein for biological activity. Tools such as mNPK will find wide utility in light regulation of activity, allostery, and enzyme pathways.

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

関連製品

保管分類コード

11 - Combustible Solids

WGK

WGK 3

引火点(°F)

Not applicable

引火点(℃)

Not applicable


適用法令

試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。

Jan Code

915793-VAR:
915793-BULK:
915793-100MG:


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試験成績書(COA)

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以前この製品を購入いただいたことがある場合

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文書ライブラリにアクセスする

Gong Zhang et al.
ACS central science, 2(5), 325-331 (2016-06-10)
Selective manipulation of protein kinases under living conditions is highly desirable yet extremely challenging, particularly in a gain-of-function fashion. Here we employ our recently developed bioorthogonal cleavage reaction as a general strategy for intracellular activation of individual kinases. Site-specific incorporation
Sarah B Erickson et al.
Angewandte Chemie (International ed. in English), 56(15), 4234-4237 (2017-03-16)
Viruses utilize distinct binding interactions with a variety of host factors to gain entry into host cells. A chemical strategy is described to precisely perturb a specific molecular interaction between adeno-associated virus and its host cell, which can be rapidly
Hanna Engelke et al.
ACS synthetic biology, 3(10), 731-736 (2014-06-17)
Controlled manipulation of proteins and their function is important in almost all biological disciplines. Here, we demonstrate control of protein activity with light. We present two different applications-light-triggered transcription and light-triggered protease cleavage-both based on the same concept of protein
Arnaud Gautier et al.
Journal of the American Chemical Society, 133(7), 2124-2127 (2011-01-29)
We report a general strategy for creating protein kinases in mammalian cells that are poised for very rapid activation by light. By photoactivating a caged version of MEK1, we demonstrate the specific, rapid, and receptor independent activation of an artificial
Olivia S Walker et al.
Journal of the American Chemical Society, 138(3), 718-721 (2016-01-14)
Isocitrate dehydrogenase is mutated at a key active site arginine residue (Arg172 in IDH2) in many cancers, leading to the synthesis of the oncometabolite (R)-2-hydroxyglutarate (2HG). To investigate the early events following acquisition of this mutation in mammalian cells we

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