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Merck
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重要文件

A3282

Sigma-Aldrich

5-Azido-2-nitrobenzoic acid N-hydroxysuccinimide ester

≥95%, powder

同義詞:

N-(5-Azido-2-nitrobenzoyloxy)succinimide, N-Succinimidyl 5-azido-2-nitrobenzoate

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About This Item

經驗公式(希爾表示法):
C11H7N5O6
CAS號碼:
分子量::
305.20
Beilstein:
1555224
MDL號碼:
分類程式碼代碼:
12352106
PubChem物質ID:
暫時無法取得訂價和供貨情況

化驗

≥95%

形狀

powder

反應適用性

reagent type: cross-linking reagent

顏色

yellow to yellow-orange

溶解度

ethyl acetate: 25 mg/mL
DMF: soluble

官能基

NHS ester

儲存溫度

2-8°C

SMILES 字串

O=C(ON1C(CCC1=O)=O)C2=C(C=CC(N=[N+]=[N-])=C2)[N+]([O-])=O

InChI

1S/C11H7N5O6/c12-14-13-6-1-2-8(16(20)21)7(5-6)11(19)22-15-9(17)3-4-10(15)18/h1-2,5H,3-4H2

InChI 密鑰

FUOJEDZPVVDXHI-UHFFFAOYSA-N

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應用

Photoactive, heterobifunctional cross-linking reagent. Typically, initial reaction couples via ester to primary amine by amide bond formation in the pH range 6.5-8.5. Second bonding occurs during UV irradiation (250-350 nm) via reactive nitrene. The latter bonding is rapid and non-specific.

注意

Reducing agents such as thiols may reduce the azide to amine and should be avoided. Initial manipulations and coupling should be performed under reduced light.

其他說明

需要注意的是,相比简单的芳基叠氮化合物,硝基取代基提供的吸收谱带波长更长。

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

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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S P Sheikh et al.
The Journal of biological chemistry, 265(14), 8304-8310 (1990-05-15)
Pharmacological studies indicate that peptide YY (PYY) and neuropeptide Y interact with multiple binding sites, categorized as Y1 and Y2 subtypes. In order to identify and structurally characterize the Y1 and Y2 receptors we covalently cross-linked [125I-Tyr36]PYY to its receptors.
A Green et al.
FEBS letters, 206(1), 130-134 (1986-09-29)
Rat adipocyte plasma membranes were incubated with the A1 adenosine receptor agonist, 125I-hydroxyphenylisopropyl adenosine (1 nM) and then treated with the photoactive cross-linking agent, ANB-NOS. The membranes were solubilized and analyzed by SDS-PAGE and autoradiography. A single protein, Mr approx.
O W Nadeau et al.
Biochemistry, 38(8), 2551-2559 (1999-02-25)
Phosphorylase kinase, a regulatory enzyme of glycogenolysis in skeletal muscle, is a hexadecameric oligomer consisting of four copies each of a catalytic subunit (gamma) and three regulatory subunits (alpha, beta, and delta, the last being endogenous calmodulin). The enzyme is
H Kwon et al.
Journal of muscle research and cell motility, 15(5), 555-562 (1994-10-01)
Reaction of rabbit skeletal muscle F-actin with the lysine-directed photolabile cross-linker, N-5-azido-2-nitrobenzoyloxy succinimide was limited to Lysine-328 and Lysine-326, with Lysine-328 being labelled to a greater extent. Photolysis of the modified actin enhanced the actin-activated MgATPase activity of filamentous scallop
M Nagao et al.
Nihon Naibunpi Gakkai zasshi, 66(10), 1108-1116 (1990-10-20)
We characterized structurally the receptors for somatostatin in rat cerebral cortex by affinity labeling with [125I-Tyr1] somatostatin. [125I-Tyr1] somatostatin was cross-linked to cerebrocortical membranes using photoreactive cross-linker: N-5-azido-2-nitrobenzoyloxy-succinimide. Analysis by autoradiography revealed a broad band centered at Mr = 72,000

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