N-Z-L-Homoserine lactone

Specifications / Handling

More Information
Product Details
Synonyms	N-Benzyloxycarbonyl-L-homoserine Lactone; N-Cbz-L-Homoserine lactone; N-Carbobenzoxy-L-homoserine Lactone; (S)-α-(Cbz-amino)-γ-butyrolactone
Product Type	Chemical
Properties
Formula	C₁₂H₁₃NO₄
MW	235.24
CAS	35677-89-5
Source/Host Chemicals	Synthetic.
Purity Chemicals	≥95% (NMR)
Appearance	White to off-white solid.
Solubility	Soluble in chloroform.
Identity	Determined by ¹H-NMR.
Declaration	Manufactured by Chemodex.
Other Product Data	Click here for Original Manufacturer Product Datasheet Our product description may differ slightly from the original manufacturers product datasheet.
InChi Key	FKWDZIFOVOUDAG-JTQLQIEISA-N
Smiles	O=C1OCC[C@@H]1NC(OCC2=CC=CC=C2)=O
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use/Stability	Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS	Inquire
Product Specification Sheet
Datasheet	Download PDF

Product-specific References

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 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)

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