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33510

Sigma-Aldrich

1,10-Phenanthroline monohydrate

redox indicator, ACS reagent, puriss. p.a., ≥99.5% (calc. to the dried substance)

Synonym(s):

o-Phenanthroline monohydrate

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About This Item

Empirical Formula (Hill Notation):
C12H8N2 · H2O
CAS Number:
5144-89-8
Molecular Weight:
198.22
Beilstein/REAXYS Number:
4008096
EC Number:
200-629-2
MDL number:
MFCD00149973
UNSPSC Code:
12352100
PubChem Substance ID:
57648856
NACRES:
NA.21

product name

1,10-Phenanthroline monohydrate, ACS reagent, puriss. p.a., ≥99.5% (calc. to the dried substance), for redox titration

grade

ACS reagent
puriss. p.a.

Quality Level

200

assay

≥99.5% (calc. to the dried substance)
8.5-9.5% water basis

technique(s)

titration: suitable

impurities

8.5-9.5% water

ign. residue

≤0.05% (as SO4)

mp

100-104 °C (lit.)
97-102 °C

suitability

passes test for iron detection
passes test for redox indicator

SMILES string

O.c1cnc2c(c1)ccc3cccnc23

InChI

1S/C12H8N2.H2O/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1;/h1-8H;1H2

InChI key

PPQJCISYYXZCAE-UHFFFAOYSA-N

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General description

1,10-Phenanthroline monohydrate is the hydrated form of o-phenanthroline.

Application

1,10-Phenanthroline monohydrate (phen) may be used in the photochemical quantification of Fe3+ and total iron in mineral samples. It may be used as starting reagent for the preparation of 5-nitro-1,10-phenanthroline.
When complexed with copper, it possesses nuclease activity that has been used to study DNA-protein interactions.

Biochem/physiol Actions

Metalloprotease inhibitor; chelates iron, zinc and other divalent metals. Effective concentration 1-10 mM.

pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

signalword

Danger

hcodes

H301,H410

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM5250
BCCL5564
BCCL8757
BCCG1840
BCCC0594

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The quantitative assay of minerals for Fe2+ and Fe3+ using 1, 10-phenanthroline: II. A photochemical method.
Stucki JW.
Soil Science Society of America Journal. Soil Science Society of America, 45(3), 638-641 (1981)
A luminescent tris (2-thenoyltrifluoroacetonato) europium (III) complex covalently linked to a 1, 10-phenanthroline-functionalised sol-gel glass.
Binnemans K, et al.
Journal of Materials Chemistry, 14(2), 191-195 (2004)
Kyle R Simonetta et al.
Nature communications, 10(1), 1402-1402 (2019-03-31)
Protein-protein interactions (PPIs) governing the recognition of substrates by E3 ubiquitin ligases are critical to cellular function. There is significant therapeutic potential in the development of small molecules that modulate these interactions; however, rational design of small molecule enhancers of
Unmesh Jadhav et al.
Molecular cell, 78(1), 141-151 (2020-02-07)
Polycomb repressive complex 2 (PRC2) places H3K27me3 at developmental genes and is causally implicated in keeping bivalent genes silent. It is unclear if that silence requires minimum H3K27me3 levels and how the mark transmits faithfully across mammalian somatic cell generations.
Doo Sin Jo et al.
Autophagy, 16(11), 1989-2003 (2020-01-23)
Quality control of peroxisomes is essential for cellular homeostasis. However, the mechanism underlying pexophagy is largely unknown. In this study, we identified HSPA9 as a novel pexophagy regulator. Downregulation of HSPA9 increased macroautophagy/autophagy but decreased the number of peroxisomes in
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