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1,5-Diaminonaphthalene

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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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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Signal Word

Warning

Hazard Statements

H302,H317,H351,H410

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK4128
BCCC9478
BCBP4117V
BCBK0500V
BCBK0500

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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
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.
Patty's Toxicology (2012)
David Calligaris et al.
Analytical chemistry, 85(4), 2117-2126 (2013-01-18)
Matrix-assisted laser desorption/ionization mass spectrometry imaging (MALDI MSI) is a rapidly growing method in biomedical research allowing molecular mapping of proteins on histological sections. The images can be analyzed in terms of spectral pattern to define regions of interest. However
Motoshi Sakakura et al.
Journal of the American Society for Mass Spectrometry, 21(6), 979-988 (2010-03-30)
The use of 5-aminosalicylic acid (5-ASA) as a new matrix for in-source decay (ISD) of peptides including mono- and di-phosphorylated peptides in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry (MS) is described. The use of 5-ASA in MALDI-ISD has been evaluated
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