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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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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
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
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
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.
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