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Merck
CN

47773

Phylloquinone (K1)

analytical standard

Synonym(s):

Vitamin K1, 2-Methyl-3-phytyl-1,4-naphthoquinone, 3-Phytylmenadione, Phylloquinone, Vitamin K1(20)

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About This Item

Empirical Formula (Hill Notation):
C31H46O2
CAS Number:
84-80-0
Molecular Weight:
450.70
EC Number:
201-564-2
UNSPSC Code:
12164500
PubChem Substance ID:
24871410
Beilstein/REAXYS Number:
2568816
MDL number:
MFCD00214063
NACRES:
NA.24

Key Documents

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Product Name

Phylloquinone (K1), analytical standard

InChI key

MBWXNTAXLNYFJB-NKFFZRIASA-N

InChI

1S/C31H46O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+/t23-,24-/m1/s1

SMILES string

O=C(C1=CC=CC=C21)C(C)=C(C/C=C(CCC[C@@H](CCC[C@H](C)CCCC(C)C)C)\C)C2=O

grade

analytical standard

form

oil

CofA

current certificate can be downloaded

feature

standard type fat soluble vitamin

packaging

ampule of 100 mg

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.527 (lit.)

mp

−20 °C (lit.)

density

0.984 g/mL at 25 °C (lit.)

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Quality Level

100

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Application

Phylloquinone (K1) may be used as an analytical reference standard for the quantification of the analyte in olive oil, chard, human plasma samples, animal and plant food products using reversed-phase high-performance liquid chromatography technique.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

General description

Phylloquinone (K1) is a prenylated naphthoquinone. It is a fat soluble vitamin, produced by plants, green algae and some species of cyanobacteria. It functions as a coenzyme and is important for the synthesis of a number of proteins involved in blood clotting and bone metabolism.

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
LRAC9898
LRAC4249
LRAD8395
LRAD3742
LRAD3004

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Determination of vitamin K1 content in olive oil, chard and human plasma by RP-HPLC method with UV?Vis detection
Otles S and Cagindi O
Food Chemistry, 100(3), 1220-1222 (2007)
Application of a simplified HPLC assay for the determination of phylloquinone (vitamin K1) in animal and plant food items
Jakob E and Elmadfa I
Food Chemistry, 56(1), 87-91 (1996)
Xi Gu et al.
Plant physiology, 185(4), 1443-1456 (2021-04-02)
Nonphotosynthetic holoparasites exploit flexible targeting of phylloquinone biosynthesis to facilitate plasma membrane redox signaling. Phylloquinone is a lipophilic naphthoquinone found predominantly in chloroplasts and best known for its function in photosystem I electron transport and disulfide bridge formation of photosystem
Thilo Krüger et al.
Arteriosclerosis, thrombosis, and vascular biology, 33(11), 2618-2624 (2013-08-31)
Vascular calcification is an independent risk factor for cardiovascular disease. Once thought to be a passive process, vascular calcification is now known to be actively prevented by proteins acting systemically (fetuin-A) or locally (matrix Gla protein). Warfarin is a vitamin
Joline W J Beulens et al.
The British journal of nutrition, 110(8), 1357-1368 (2013-04-18)
Recent reports have attributed the potential health benefits of vitamin K beyond its function to activate hepatic coagulation factors. Moreover, several studies have suggested that menaquinones, also known as vitamin K2, may be more effective in activating extra-hepatic vitamin K-dependent
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