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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:
5262-10-2
Molecular Weight:
262.26
EC Number:
226-075-1
MDL number:
MFCD00190764
UNSPSC Code:
85151701
PubChem Substance ID:
329769718
NACRES:
NA.24
Pricing and availability is not currently available.

grade

analytical standard

Quality Level

100

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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG6858
BCCG5646
BCCL1697
BCCD4687
BCCC4553

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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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