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Merck
CN

810215C

Avanti

C12-NBD Phytosphingosine

Avanti Research™ - A Croda Brand

Synonym(s):

N-[12-[(7-nitro-2-1,3-benzoxadiazol-4-yl)amino]dodecanoyl]-phytosphingosine

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About This Item

Empirical Formula (Hill Notation):
C36H63N5O7
CAS Number:
388566-94-7
Molecular Weight:
677.91
UNSPSC Code:
12352211

Key Documents

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Product Name

C12-NBD Phytosphingosine, Avanti Research™ - A Croda Brand 810215C

InChI

1S/C18H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(21)18(22)16(19)15-20/h16-18,20-22H,2-15,19H2,1H3/t16-,17+,18-/m0/s1

InChI key

AERBNCYCJBRYDG-KSZLIROESA-N

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (810215C-50ug)

manufacturer/tradename

Avanti Research™ - A Croda Brand 810215C

concentration

0.05 mg/mL (810215C-50ug)

shipped in

dry ice

storage temp.

−20°C

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General description

C12-NBD Phytosphingosine is a fluorescent analog of biologically active sphingoid base lipid molecule, phytosphingosine. Phytosphingosine is predominantly found in the lipid lamellae. Phytosphingosine (PHS), a long-chain base sphingoid is a vital component of phytoceramides and is generally present in kidney, skin, and intestine.

Biochem/physiol Actions

Phytosphingosine (PHS) is metabolised into glycerophospholipids and other long-chain bases, including malonyl-ACP in yeast and mammalian cells. PHS is known to display skin moisturizing effect by controlling filaggrin metabolic pathways and plays an important role in coordinated formation of natural moisturizing factors and corneocyte envelope.

Packaging

5 mL Amber Glass Screw Cap Vial (810215C-50ug)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

target_organs

Central nervous system

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk

WGK 3

flash_point_f

does not flash

flash_point_c

does not flash

Regulatory Information

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Certificates of Analysis (COA)

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Fluorescent and Luminescent Probes for Biological Activity (1999)
Hyun Kyung Choi et al.
Archives of dermatological research, 309(10), 795-803 (2017-09-25)
Phytosphingosine (PHS) is a sphingoid that is a key component of phytoceramides NP, AP and EOP. PHS has been known to have anti-inflammation and antimicrobial activities and to stimulate epidermal differentiation. In addition, it is reported that PHS treatment notably
Li-Yu Chen et al.
Nature communications, 6, 6030-6030 (2015-01-17)
Turgor pressure plays pivotal roles in the growth and movement of walled cells that make up plants and fungi. However, the molecular mechanisms regulating turgor pressure and the coordination between turgor pressure and cell wall remodelling for cell growth remain
Natsuki Kondo et al.
Nature communications, 5, 5338-5338 (2014-10-28)
The long-chain base phytosphingosine is a component of sphingolipids and exists in yeast, plants and some mammalian tissues. Phytosphingosine is unique in that it possesses an additional hydroxyl group compared with other long-chain bases. However, its metabolism is unknown. Here

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