764493
5-[4-(1,2,4,5-Tetrazin-3-yl)benzylamino]-5-oxopentanoic acid
97%
同義詞:
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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About This Item
經驗公式（希爾表示法）:
C14H15N5O3
CAS號碼:
分子量：:
301.30
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.22
暫時無法取得訂價和供貨情況
推薦產品
化驗
97%
形狀
solid
反應適用性
reaction type: click chemistry
reagent type: linker
mp
163-170 °C (decomposition)
官能基
carboxylic acid
儲存溫度
−20°C
SMILES 字串
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 密鑰
KWNYIZNORNUUJQ-UHFFFAOYSA-N
應用
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. [1]
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.
訊號詞
Warning
危險分類
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
標靶器官
Respiratory system
儲存類別代碼
11 - Combustible Solids
水污染物質分類（WGK）
WGK 3
閃點（°F）
Not applicable
閃點（°C）
Not applicable
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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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