CAS 14116-68-8|Lacto-N-tetraose

Introduction:Basic information about CAS 14116-68-8|Lacto-N-tetraose, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameLacto-N-tetraose
CAS Number14116-68-8Molecular Weight707.63000
Density1.76g/cm3Boiling Point1116.1ºC at 760 mmHg
Molecular FormulaC26H45NO21Melting Point/
MSDS/Flash Point628.8ºC

Names

Namelacto-n-tetraose
SynonymMore Synonyms

Lacto-N-tetraose BiologicalActivity

DescriptionLacto-N-tetraose is the significant core structure of human milk oligosaccharides (HMOs) naturally existing in human milk. Lacto-N-tetraose is consist of galactose, N-acetylglucosamine, and glucose moieties. Lacto-N-tetraose has prebiotic effect, immune regulatory effect, anti-inflammatory effects, intestinal cell responses regulatory effect, antibacterial activity and antiviral activity. Lacto-N-tetraose has been widely added to infant formula[1].
Related CatalogResearch Areas >>InfectionResearch Areas >>Inflammation/ImmunologySignaling Pathways >>Anti-infection >>Bacterial
In VitroHMOs exhibits antimicrobial and antibiofilm activity against Streptococcus agalactiae, antibiofilm activity against Methicillin-resistant Staphylococcus aureus (MRSA), and antimicrobial activity against both Acinetobacter baumannii and Clostridium difficile[2]. Lacto-N-tetraose (500-2000 μg/mL) does not cause clastogenic or aneugenic signs in human peripheral blood lymphocytes, nor increase the percentage of micronucleated cells[3].
In VivoLacto-N-tetraose (1000-4000 mg/kg; p.o.; daily for 90 days) does not show toxicity in neonatal SD rats[3]. Animal Model: Female neonatal SD rats (housed together with dam until weaning after 21 days)[3] Dosage: 1000, 25000 and 4000 mg/kg  Administration: p.o.; daily for 90 days Result: Did not show toxicity on clinical observations, body weight, food consumption, development and maturation, clinical pathology, organ weights or histopathology.
References

[1]. Zhu Y, et al. Physiological effects, biosynthesis, and derivatization of key human milk tetrasaccharides, lacto-N-tetraose, and lacto-N-neotetraose. Crit Rev Biotechnol. 2022 Jun;42(4):578-596.

[2]. Craft KM, Thomas HC, Townsend SD. Sialylated variants of lacto-N-tetraose exhibit antimicrobial activity against Group B Streptococcus. Org Biomol Chem. 2019 Feb 13;17(7):1893-1900.

[3]. Phipps KR, et al. Preclinical safety evaluation of the human-identical milk oligosaccharide lacto-N-tetraose. Regul Toxicol Pharmacol. 2018 Nov;99:260-273.

Chemical & Physical Properties

Density1.76g/cm3
Boiling Point1116.1ºC at 760 mmHg
Molecular FormulaC26H45NO21
Molecular Weight707.63000
Flash Point628.8ºC
Exact Mass707.24800
PSA356.70000
Vapour Pressure0mmHg at 25°C
Index of Refraction1.668
InChIKeyAXQLFFDZXPOFPO-OYNOJIEESA-N
SMILESCC(=O)NC1C(OC2C(O)C(CO)OC(OC3C(CO)OC(O)C(O)C3O)C2O)OC(CO)C(O)C1OC1OC(CO)C(O)C(O)C1O

Safety Information

Safety Phrases24/25

Synonyms

fromhumanmilk
GAL-BETA1,3GLCNAC-BETA1,3GAL-BETA1,4GLC
LNT-GEL
LNT
LACTO-N-TETRAOSE FROM HUMAN MILK
LCOSE4
LNT-KLH
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