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Merck
CN

608017

L-Phenylalanine-13C9,15N

98 atom % 15N, 98 atom % 13C, 95% (CP), 97% (Chiral Purity)

Synonym(s):

(S)-2-Amino-3-phenylpropionic acid-13C9,15N, 13C and 15N Labeled L-phenylalanine, SILAC Amino Acid, Phenylalanine-UL-13C,15N

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About This Item

Linear Formula:
13C6H513CH213CH(15NH2)13CO2H
CAS Number:
878339-23-2
Molecular Weight:
175.12
NACRES:
NA.12
PubChem Substance ID:
24881985
UNSPSC Code:
12352209
MDL number:
MFCD00144666
Isotopic purity:
98 atom % 13C
98 atom % 15N
Assay:
95% (CP)
97% (Chiral Purity)
Mass shift:
M+10
Form:
solid

Key Documents

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Product Name

L-Phenylalanine-13C9,15N, 98 atom % 15N, 98 atom % 13C, 95% (CP), 97% (Chiral Purity)

InChI

1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1/i1+1,2+1,3+1,4+1,5+1,6+1,7+1,8+1,9+1,10+1

SMILES string

[15NH2][13C@@H]([13CH2][13c]1[13cH][13cH][13cH][13cH][13cH]1)[13C](O)=O

InChI key

COLNVLDHVKWLRT-CMLFETTRSA-N

isotopic purity

98 atom % 13C
98 atom % 15N

assay

95% (CP)
97% (Chiral Purity)

form

solid

optical activity

[α]25/D -33.0°, c = 1 in H2O

technique(s)

bio NMR: suitable

mp

270-275 °C (dec.) (lit.)

mass shift

M+10

Quality Level

200

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Application

L-Phenylalanine-13C9,15N has been used as a supplement in liquid growth culture of Nostoc species to study the involvement of noc operon (NoA biosynthesis operon) in NoA (nocuolin A) synthesis.

General description

Phenylalanine is an aromatic nonpolar amino acid. Phenylalanine, tyrosine and tryptophan are three amino acids which can absorb ultraviolet radiation above 250nm. Degradation of phenylalanine results in the formation of acetoacetate and fumarate. Isotope labeled amino acids are required for the production of isotopically labeled proteins.

Packaging

This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MBBD7783
MBBD7595
MBBD4164
MBBC9441
MBBC7994

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The cyanobacterial metabolite nocuolin a is a natural oxadiazine that triggers apoptosis in human cancer cells.
Voracova K, et al.
PLoS ONE, 12, e0172850-e0172850 (2017)
Harvey RA, et al.
Biochemistry (Lippincott's illustrated reviews) (2011)
Garrett RH and Grisham CM
Biochemistry (2012)
The incorporation of radioactive amino acids into proteins of the microsome fraction of guinea-pig liver at very short time intervals after administration.
Simkin JL and Sutton CR
The Biochemical Journal, 77, 489-492 (1960)
Isotope labeling for solution and solid-state NMR spectroscopy of membrane proteins.
Verardi R, et al.
Advances in Experimental Medicine and Biology, 992, 35-62 (2012)
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