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Merck
CN

56451

1,5-Diaminonaphthalene

suitable for 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
UNSPSC Code:
23151817
NACRES:
NA.21
PubChem Substance ID:
329758210
EC Number:
218-817-8
Beilstein/REAXYS Number:
907947
MDL number:
MFCD00004029

Key Documents

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Product Name

1,5-Diaminonaphthalene, suitable for matrix substance for MALDI-MS, ≥99.0% (HPLC)

InChI

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

SMILES string

Nc1cccc2c(N)cccc12

InChI key

KQSABULTKYLFEV-UHFFFAOYSA-N

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

suitability

suitable for matrix substance for MALDI-MS

Quality Level

100

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Analysis Note

metal trace analysis corresponds to requirements

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.

General description

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

signalword

Warning

Hazard Classifications

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

Storage Class

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

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Patty's Toxicology (2012)
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
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
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.
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
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