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89274

Supelco

(2S-cis)-(−)-5-Benzyl-3,6-dioxo-2-piperazineacetic acid

analytical standard

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About This Item

Empirical Formula (Hill Notation):
C13H14N2O4
CAS Number:
Molecular Weight:
262.26
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

Assay

≥97.0% (HPLC)

optical activity

[α]/D -9.0±1.5°, c = 0.8 in acetic acid

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

270-272 °C (lit.)

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

2-8°C

SMILES string

OC(=O)C[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC1=O

InChI

1S/C13H14N2O4/c16-11(17)7-10-13(19)14-9(12(18)15-10)6-8-4-2-1-3-5-8/h1-5,9-10H,6-7H2,(H,14,19)(H,15,18)(H,16,17)/t9-,10-/m0/s1

InChI key

VNHJXYUDIBQDDX-UWVGGRQHSA-N

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General description

Degradation product from aspartame (E951)

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Timo Stark et al.
Journal of agricultural and food chemistry, 53(18), 7222-7231 (2005-09-01)
The taste compounds inducing the blood-like, metallic bitter taste sensation reported recently for a dichloromethane extract prepared from roasted cocoa nibs were identified as a series of 25 diketopiperazines by means of HPLC degustation, LC-MS/MS, and independent synthesis. Among these
S Kaakkola et al.
Brain research bulletin, 32(6), 667-672 (1993-01-01)
The effects of two diketopiperazines, Cyclo (His-Pro) (CHP) and Cyclo (Asp-Phe) (CAP), on striatal extracellular levels of dopamine (DA), dihydroxyphenylacetic acid (DOPAC), homovanillic acid (HVA), and 5-hydroxyindoleacetic acid (5-HIAA) were examined using in vivo microdialysis in anaesthetized rats. Treatment with

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