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1,5-Diaminonaphthalene

Name: 1,5-Diaminonaphthalene
Brand: SIAL

matrix substance for MALDI-MS, ≥99.0% (HPLC)

Synonym(s):

1,5-DAN, 1,5-Naphthalenediamine, NSC 401110

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About This Item

Linear Formula:

C₁₀H₆(NH₂)₂

CAS Number:

2243-62-1

Molecular Weight:

158.20

Beilstein:

907947

EC Number:

218-817-8

MDL number:

MFCD00004029

UNSPSC Code:

12000000

PubChem Substance ID:

329758210

NACRES:

NA.21

grade

matrix substance for MALDI-MS

Quality Level

100

Assay

≥99.0% (HPLC)

composition

carbon content, 75.92% (theory)
hydrogen content, 6.37% (theory)
nitrogen content, 17.71% (theory)

analyte chemical class(es)

oligonucleotides, peptides

technique(s)

MALDI-MS: suitable

mp

185-187 °C (lit.)

cation traces

Ba: ≤5.0 mg/kg
Ca: ≤20 mg/kg
Cd: ≤5.0 mg/kg
Co: ≤5.0 mg/kg
Cr: ≤5.0 mg/kg
Cu: ≤5.0 mg/kg
K: ≤10 mg/kg
Mg: ≤5.0 mg/kg
Mn: ≤5.0 mg/kg
Na: ≤10 mg/kg
Ni: ≤5.0 mg/kg
Pb: ≤5.0 mg/kg
Zn: ≤5.0 mg/kg

SMILES string

Nc1cccc2c(N)cccc12

InChI

1S/C10H10N2/c11-9-5-1-3-7-8(9)4-2-6-10(7)12/h1-6H,11-12H2

InChI key

KQSABULTKYLFEV-UHFFFAOYSA-N

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Chromatography & Spectroscopy Reagents

General description

1,5-Diaminonaphthalene is used in the production of 1,5-naphthalene diisocyanate and polyurethane elastomers.

Application

1,5-Diaminonaphthalene is used as an effective matrix in the analysis of IgG protein using top-down and middle-down mass spectrometry with multiple fragmentation techniques such as electron transfer dissociation (ETD) and matrix-assisted laser desorption ionization in-source decay (MALDI-ISD) method.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Analysis Note

metal trace analysis corresponds to requirements

related product

Product No.

Description

Pricing

Signal Word

Warning

Hazard Statements

H302,H317,H351,H410

Precautionary Statements

P202 - P273 - P280 - P301 + P312 - P302 + P352 - P308 + P313

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Skin Sens. 1

WGK

WGK 2

Flash Point(F)

438.8 °F

Flash Point(C)

226 °C

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Sublimation of new matrix candidates for high spatial resolution imaging mass spectrometry of lipids: enhanced information in both positive and negative polarities after 1,5-diaminonapthalene deposition.

Aurélien Thomas et al.

Analytical chemistry, 84(4), 2048-2054 (2012-01-17)

Matrix sublimation has demonstrated to be a powerful approach for high-resolution matrix-assisted laser desorption ionization (MALDI) imaging of lipids, providing very homogeneous solvent-free deposition. This work presents a comprehensive study aiming to evaluate current and novel matrix candidates for high

Glycosylation characterization of therapeutic mAbs by top-and middle-down mass spectrometry

Tran QB, et al.

Data in Brief, 6, 68-76 (2016)

Rapid sequencing and disulfide mapping of peptides containing disulfide bonds by using 1,5-diaminonaphthalene as a reductive matrix.

Yuko Fukuyama et al.

Journal of mass spectrometry : JMS, 41(2), 191-201 (2005-12-31)

MS/MS is indispensable for the amino acid sequencing of peptides. However, its use is limited for peptides containing disulfide bonds. We have applied the reducing properties of 1,5-diaminonaphthalene (1,5-DAN) as a MALDI matrix to amino acid sequencing and disulfide bond

Rational selection of the optimum MALDI matrix for top-down proteomics by in-source decay.

Kevin Demeure et al.

Analytical chemistry, 79(22), 8678-8685 (2007-10-18)

In-source decay (ISD) in MALDI leads to c- and z-fragment ion series enhanced by hydrogen radical donors and is a useful method for sequencing purified peptides and proteins. Until now, most efforts to improve methods using ISD concerned instrumental optimization.

Use of 1,5-diaminonaphthalene to combine matrix-assisted laser desorption/ionization in-source decay fragmentation with hydrogen/deuterium exchange.

Pascale Lemaire et al.

Rapid communications in mass spectrometry : RCM, 27(16), 1837-1846 (2013-07-17)

In-Source Decay (ISD) in Matrix-Assisted Laser Desorption/Ionization (MALDI) mass spectrometry is a fast and easy top-down activation method. Our objective is to find a suitable matrix to locate the deuterons following in-solution hydrogen/deuterium exchange (HDX). This matrix must circumvent the

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