Specifications
- Purity
- ≥95% (NMR)
- Appearance
- White to beige powder
- Identity
- 1H-NMR
Properties
- Solvents
- water (20 mg/ml)
- Melting Point
- 222-234°C
- Optical Activity
- [α]20/D -21°, c = 1 in H2O
Category: Building Blocks, Intermediates, Reagents
L-Homoserine lactone hydrobromide is used as a building block. It can be used to prepare β-ketoamide N-acylated-L-homoserine lactones (AHLs) as quorum sensing molecules, p-coumaroyl-HSL (homoserine lactone), calpain and lipid peroxidation inhibitors and pseudopeptide inhibitors for Ras farnesyl-protein transferase, as well as selenomethionine.
Synonyms | (S)-(-)-α-Amino-γ-butyrolactone hydrobromide, L-Homoserine lactone HBr |
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Purity | ≥95% (NMR) |
Appearance | White to beige powder |
CAS-Number | 15295-77-9 |
Molecular Formula | C4H7NO2 . HBr |
Molecular Weight | 182.02 |
Identity | 1H-NMR |
Solvents | water (20 mg/ml) |
Melting Point | 222-234°C |
Optical Activity | [α]20/D -21°, c = 1 in H2O |
Smiles | O=C1[C@@H]([NH3+])CCO1.[Br-] |
InChi Key | MKLNTBLOABOJFZ-DFWYDOINSA-N |
Shipping | AMBIENT |
Short Term Storage | RT |
Long Term Storage | +4°C |
Handling Advice | Protect from light and moisture. |
Use / Stability | Stable for at least 2 years after receipt when stored at +4°C. |
Transportation | Not dangerous goods |
References | (1) T. Koch & O. Buchardt, Synthesis 1065-1067 (1993), (2) S.L Graham, et al., J. Med. Chem. 37,725 (1994), (3) S. Auvin, et al., Bioorg. Med. Chem. Lett. 14, 3825 (2004), (4) A.L. Schaefer, et al., Nature 454, 595 (2008), (5) J.T. Hodgkinson, et al., Tetrahedr. Lett. 52, 3291 (2011), (6) D. Jakubczyk, et. al., Eur. J. Org. Chem. 592, 2014 (2014), (7) N. Nandakumar, et al., Bioorg. Med. Chem. Lett. 27, 2967 (2017), (8) G. Wu, et al., Chem. Commun. 55, 7860 (2019), (9) L. Ziesche, et al., Mar. Drugs 17, 20 (2019) |
InChi | InChI=1S/C4H7NO2.BrH/c5-3-1-2-7-4(3)6,/h3H,1-2,5H2,1H/t3-,/m0./s1 |
Quantity | 5 g, Bulk |