N-Z-L-Homoserine lactone

Chemodex
Product Code: CDX-H0379
Product Group: Other Biochemicals
Supplier: Chemodex
CodeSizePrice
CDX-H0379-G0011 g£80.00
Quantity:
CDX-H0379-G0055 g£289.00
Quantity:
CDX-H0379-G01010 g£474.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
Short term: +4°C. Long term: -20°C

Images

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Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
N-Benzyloxycarbonyl-L-homoserine Lactone; N-Cbz-L-Homoserine lactone; N-Carbobenzoxy-L-homoserine Lactone; (S)-alpha-(Cbz-amino)-gamma-butyrolactone
Appearance:
White to off-white solid.
CAS:
35677-89-5
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS07
Handling Advice:
Protect from light and moisture.
Hazards:
H315-H319-H335
InChi:
InChI=1S/C12H13NO4/c14-11-10(6-7-16-11)13-12(15)17-8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,13,15)/t10-/m0/s1
InChiKey:
FKWDZIFOVOUDAG-JTQLQIEISA-N
Long Description:
Chemical. CAS: 35677-89-5. Formula: C12H13NO4. MW: 235.24. N-Z-L-Homoserine lactone is a synthetic building block or intermediate used in the synthesis of biological active agents and analogs of bacterial quorum-sensing signaling molecules. N-Z-L-Homoserine lactone is shown to irreversibly inactivate the 3C cysteine proteinase of hepatitis A virus (HAV) and might be a scaffold for potent cyteine protein inhibtiors. Shown to reduce the lag phase duration (LPD) and increase the exponential growth rate (EGR) of three strains of Pseudomonas fluorescens isolated from refrigerated raw milk.
MDL:
MFCD00674555
Molecular Formula:
C12H13NO4
Molecular Weight:
235.24
Package Type:
Vial
Precautions:
P261-P305+P351+P338
Product Description:
N-Z-L-Homoserine lactone is a synthetic building block or intermediate used in the synthesis of biological active agents and analogs of bacterial quorum-sensing signaling molecules. N-Z-L-Homoserine lactone is shown to irreversibly inactivate the 3C cysteine proteinase of hepatitis A virus (HAV) and might be a scaffold for potent cyteine protein inhibtiors. Shown to reduce the lag phase duration (LPD) and increase the exponential growth rate (EGR) of three strains of Pseudomonas fluorescens isolated from refrigerated raw milk.
Product Line Areas NEW:
Biochemicals, Cancer, Immunology
Product Type:
Chemical
Purity:
>95% (NMR)
Signal word:
Warning
SMILES:
O=C1OCC[C@@H]1NC(OCC2=CC=CC=C2)=O
Solubility Chemicals:
Soluble in chloroform.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20A°C.

References

[1] M. Seki & K. Matsumoto, et al.; Tetrahedr. Lett. 37, 3165 (1996) | [2] M.S. Lall, et al.; Org. Lett. 1, 803 (1999) | [3] N. Fotouhi, et al.; Bioorg. Med. Chem. Lett. 10, 1167 (2000) | [4] M.S. Lall, et al.; J. Org. Chem. 67, 1536 (2002) | [5] G. Dunstall, et al.; J. Dairy Res. 72, 276 (2005) | [6] D. Shetty, at al.; Nucl. Med. Biol. 37, 893 (2010) | [7] S.P. Singh, et al.; J. Org. Chem. 76, 6825 (2011) | [8] Z. Cui, et al.; Food Chem. 328, 127063 (2020)