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56451

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

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Sigma-Aldrich

D21200

1,5-Diaminonaphthalene

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256439

4,4′-Methylenebis(phenyl isocyanate)

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53940

Hydrindantin dihydrate

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F9015

Fluorescamine

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222488

N-(1-Naphthyl)ethylenediamine dihydrochloride

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D21405

1,8-Diaminonaphthalene

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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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

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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

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

438.8 °F - DIN 51758

Flash Point(C)

226 °C - DIN 51758

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

56451-250MG:
56451-BULK:
56451-VAR:

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MALDI-in source decay applied to mass spectrometry imaging: a new tool for protein identification.

Delphine Debois et al.

Analytical chemistry, 82(10), 4036-4045 (2010-04-20)

Matrix-assisted laser desorption ionization-mass spectrometry (MALDI-MS) imaging is a powerful technique giving access to the distribution of a large range of biomolecules directly from a tissue section, allowing, for example, the discovery of new pathological biomarkers. Nevertheless, one main difficulty

Mass spectrometric characterization of phosphorylated peptides using MALDI in-source decay via redox reactions.

Daiki Asakawa et al.

Journal of mass spectrometry : JMS, 47(2), 180-187 (2012-02-24)

Matrix-assisted laser desorption/ionization in-source decay (MALDI-ISD) has been used for characterization of a phosphorylated peptides and proteins because labile phosphate group is not lost during the MALDI-ISD process. The conventional MALDI-ISD is initiated by the hydrogen transfer from reducing matrix

The double nature of 1,5-diaminonaphthalene as matrix-assisted laser desorption/ionization matrix: some experimental evidence of the protonation and reduction mechanisms.

Laura Molin et al.

Rapid communications in mass spectrometry : RCM, 25(20), 3091-3096 (2011-09-29)

1,5-Diaminonaphthalene (DAN) has been described as an interesting and effective matrix for matrix-assisted laser desorption/ionization (MALDI) experiments in positive ion mode, being able to activate in-source decomposition phenomena and, when employed for the analysis of proteins containing disulphide bridge(s), being

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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Key Documents

Safety Information

1,5-Diaminonaphthalene

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

About This Item

Recommended Products

Properties

grade

Quality Level

Assay

composition

analyte chemical class(es)

technique(s)

mp

cation traces

SMILES string

InChI

InChI key

Related Categories

Description

General description

Application

Packaging

Analysis Note

Related Products

related product

Safety Information

Pictograms

Signal Word

Hazard Statements

Precautionary Statements

Hazard Classifications

Storage Class Code

WGK

Flash Point(F)

Flash Point(C)

Regulatory Listings

ISHL Indicated Name

ISHL Notified Names

JAN Code

Documentation

Certificates of Analysis (COA)

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