764493
5-[4-(1,2,4,5-Tetrazin-3-yl)benzylamino]-5-oxopentanoic acid
97%
동의어(들):
5-Oxo-5-[[[4-(1,2,4,5-tetrazin-3-yl)phenyl]methyl]amino]pentanoic acid, Benzylamino tetrazine acid, Bz-Tz-acid
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모든 사진(1)
About This Item
실험식(Hill 표기법):
C14H15N5O3
CAS Number:
Molecular Weight:
301.30
MDL number:
UNSPSC 코드:
12352200
PubChem Substance ID:
NACRES:
NA.22
추천 제품
![4-[2-(dimethylamino)ethoxy]benzaldehyde AldrichCPR](/deepweb/assets/sigmaaldrich/product/structures/271/627/ef126425-3799-4c23-bf4c-a78b41003cfa/640/ef126425-3799-4c23-bf4c-a78b41003cfa.png)
분석
97%
형태
solid
반응 적합성
reaction type: click chemistry
reagent type: linker
mp
163-170 °C (decomposition)
작용기
carboxylic acid
저장 온도
−20°C
SMILES string
OC(CCCC(NCC(C=C1)=CC=C1C2=NN=CN=N2)=O)=O
InChI
1S/C14H15N5O3/c20-12(2-1-3-13(21)22)15-8-10-4-6-11(7-5-10)14-18-16-9-17-19-14/h4-7,9H,1-3,8H2,(H,15,20)(H,21,22)
InChI key
KWNYIZNORNUUJQ-UHFFFAOYSA-N
애플리케이션
5-[4-(1,2,4,5-Tetrazin-3-yl)benzylamino]-5-oxopentanoic acid may be used in the synthesis of a PEG-tetrazine (PEG-Tz) macromer via acid-amine conjugation. This macromer can undergo click reaction with norbornene-functionalized peptides to form hydrogels that is useful for 3D cell culture.
Acid functionalized tetrazine for inverse electron demand Diels-Alder cycloaddition reactions. The tetrazine will react with strained alkenes such as transcyclooctene, norbornene and cyclopropene to yield a stable covalent linkage. Tetrazines have proven useful in bioorthogonal reactions for many biological imaging and bioconjugation applications.
신호어
Warning
유해 및 위험 성명서
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
표적 기관
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
시험 성적서(COA)
제품의 로트/배치 번호를 입력하여 시험 성적서(COA)을 검색하십시오. 로트 및 배치 번호는 제품 라벨에 있는 ‘로트’ 또는 ‘배치’라는 용어 뒤에서 찾을 수 있습니다.
이미 열람한 고객
Synthetically tractable click hydrogels for three-dimensional cell culture formed using tetrazine?norbornene chemistry
Alge DL, et al.
Biomacromolecules, 14(4), 949-953 (2013)
Facile and efficient Lewis acid catalyzed synthesis of an asymmetric tetrazine useful for bio-orthogonal click chemistry applications
Alge DL, et al.
Tetrahedron Letters, 54(41), 5639-5641 (2013)
18F-Labeling of Mannan for Inflammation Research with Positron Emission Tomography.
Li XG, et al.
ACS Medicinal Chemistry Letters, 7(9), 826-830 (2016)
Mark R Karver et al.
Bioconjugate chemistry, 22(11), 2263-2270 (2011-09-29)
1,2,4,5-Tetrazines have been established as effective dienes for inverse electron demand [4 + 2] Diels-Alder cycloaddition reactions with strained alkenes for over 50 years. Recently, this reaction pair combination has been applied to bioorthogonal labeling and cell detection applications; however
Neal K Devaraj et al.
Bioconjugate chemistry, 19(12), 2297-2299 (2008-12-05)
Bioorthogonal tetrazine cycloadditions have been applied to live cell labeling. Tetrazines react irreversibly with the strained dienophile norbornene forming dihydropyrazine products and dinitrogen. The reaction is high yielding, selective, and fast in aqueous media. Her2/neu receptors on live human breast
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