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L-Isoleucine

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Identification
Molecular formula
C6H13NO2
CAS number
73-32-5
IUPAC name
(2S,3S)-2-amino-3-methyl-pentanoic acid
State
State

Solid at room temperature

Melting point (Celsius)
284.00
Melting point (Kelvin)
557.00
Boiling point (Celsius)
265.40
Boiling point (Kelvin)
538.60
General information
Molecular weight
131.18g/mol
Molar mass
131.1750g/mol
Density
1.3060g/cm3
Appearence

Color: White

Form: Crystalline powder

Comment on solubility

Solubility of (2S,3S)-2-amino-3-methyl-pentanoic acid (C6H13NO2)

(2S,3S)-2-amino-3-methyl-pentanoic acid, a member of the amino acid family, exhibits interesting solubility properties due to its chemical structure. Its solubility can be influenced by several factors:

  • Polar Characteristics: The presence of the carboxylic acid group (-COOH) and the amino group (-NH2) contributes to the molecule's polarity, enhancing its solubility in polar solvents like water.
  • Hydrogen Bonding: The ability to form hydrogen bonds with water molecules is a significant factor for its solubility. This property aids in dissolving the compound effectively.
  • Temperature Influence: As with many organic compounds, solubility may increase with temperature. Higher temperatures can provide more energy to disrupt intermolecular forces and enhance solvation.
  • pH Dependence: The solubility of (2S,3S)-2-amino-3-methyl-pentanoic acid can also be dependent on the pH of the solution. At different pH levels, the ionization state of the amino and carboxylic groups may change, affecting the overall solubility.

In summary, the solubility of (2S,3S)-2-amino-3-methyl-pentanoic acid is likely to be quite significant in aqueous solutions due to the compounds' inherent polar nature and ability to engage in hydrogen bonding. **Understanding its solubility helps in its practical applications in biochemistry and pharmaceuticals.**

Interesting facts

Interesting Facts about (2S,3S)-2-amino-3-methyl-pentanoic acid

(2S,3S)-2-amino-3-methyl-pentanoic acid, commonly known as L-leucine, is one of the essential branched-chain amino acids (BCAAs). It plays a critical role in protein synthesis and various metabolic functions within the human body. Here are some key points that highlight its significance:

  • Essential Nutrient: L-leucine cannot be synthesized by the human body and must be obtained through diet. It is found in high-protein foods such as meat, fish, dairy products, and legumes.
  • Muscle Growth: This amino acid is favored by athletes and bodybuilders for its ability to stimulate muscle protein synthesis, promoting anabolic processes which enhance muscle recovery and growth.
  • Energy Production: L-leucine plays a vital role in energy production during prolonged exercise, making it important for endurance athletes as well.
  • Blood Sugar Regulation: Research indicates that L-leucine may assist in regulating blood sugar levels by influencing insulin secretion, making it a compound of interest in diabetes research.
  • Neuroprotective Effects: Studies suggest that L-leucine may assist in protecting neurons, potentially impacting neurological health and cognitive function.

In addition to its physiological roles, L-leucine also demonstrates interesting interactions within biochemical pathways. It is known to activate the mTOR (mechanistic target of rapamycin) pathway, which is crucial for cell growth and metabolism. The mTOR pathway is essentially a nutrient-sensing pathway, making L-leucine a vital focus for studies around *muscle wasting disorders* and *nutritional interventions*.

As a compound, L-leucine has also gained popularity in dietary supplements, highlighting the ongoing research and interest in amino acids' benefits. As stated in the scientific community, "the appropriate balance of BCAAs is essential for optimal health and performance." Therefore, incorporating L-leucine into a balanced diet may offer various benefits—from muscle support to metabolic health.

Synonyms
l-isoleucine
Isoleucine
73-32-5
(2S,3S)-2-Amino-3-methylpentanoic acid
H-Ile-OH
2S,3S-Isoleucine
(S)-Isoleucine
(S,S)-Isoleucine
2-Amino-3-methylvaleric acid
L-(+)-Isoleucine
erythro-L-Isoleucine
L-Ile
ISOLEUCINE, L-
alpha-Amino-beta-methylvaleric acid
Isoleucine (VAN)
Isoleucinum [Latin]
Isoleucina
Isoleucina [Spanish]
Norvaline, 3-methyl-
Valeric acid, 2-amino-3-methyl-
L-Norvaline, 3-methyl-, erythro-
Pentanoic acid, 2-amino-3-methyl-
Acetic acid, amino-sec-butyl-
CCRIS 5229
iso-leucine
ile
(2S,3S)-alpha-Amino-beta-methyl-n-valeric acid
MFCD00064222
NSC 46708
(2S,3S)-alpha-Amino-beta-merthylvaleric acid
(S-(R*,R*))-2-Amino-3-methylpentanoic acid
FEMA No. 3295
(2S,3S)-alpha-Amino-beta-merthyl-n-valeric acid
2-Amino-3-methylpentanoic acid, (S-(R*,R*))-
Acetic acid, amino(1-methylpropyl)-, (R*,R*)-
Isoleucine (L-Isoleucine)
5HX0BYT4E3
Pentanoic acid, 2-amino-3-methyl-, (S-(R*,R))-
DTXSID2046882
FEMA NO. 4675
CHEBI:17191
[S-(R*,R*)]-2-Amino-3-methylpentanoic acid
2S-Amino-3S-methylpentanoic acid
Isoleucine, DL-
DL-Allo-isoleucine
MFCD00004268
NSC-46708
04Y7590D77
(2S,3S)-alpha-Amino-beta-methylvaleric acid
Pentanoic acid, 2-amino-3-methyl-, (2S,3S)-
Isoleucinum
DTXCID201323037
Isoleucine [USAN:INN]
CAS-443-79-8
(2S,3S)-2-amino-3-methylpentanoate
EINECS 200-798-2
UNII-5HX0BYT4E3
(2S,3S)-2-Amino-3-methylpentanoicacid
NSC-9958
NSC46708
L-iso-leucine
HSDB 7798
(L)-Isoleucine
L- iso-Leucine
Isoleucine [USAN:USP:INN:BAN]
UNII-04Y7590D77
NCGC00181164-01
Isoleucine (USP)
NSC 9958
EINECS 207-139-8
H-Ile
Ile-OH
L-Isoleucine,(S)
(+)-L-isoleucine
L-[14C]Isoleucine
(2S,3S)-a-Amino-b-methylvaleric acid
ISOLEUCINE [II]
ISOLEUCINE [MI]
(2S,3S)-a-Amino-b-methyl-n-valeric acid
AI3-18474
L-Isoleucine (JP18)
ISOLEUCINE [INN]
(2S,3S)-2-amino-3-methyl-Pentanoic acid
ISOLEUCINE [HSDB]
ISOLEUCINE [USAN]
ISOLEUCINE DL-FORM
2-Amino-3-methylvalerate
ISOLEUCINE [VANDF]
Isoleucine, L- (8CI)
bmse000041
bmse000866
bmse000884
2-amino-3-methylpentanoate
ISOLEUCINE [MART.]
L-Isoleucine (H-lle-OH)
L-ISOLEUCINE [FCC]
L-ISOLEUCINE [JAN]
SCHEMBL8869
DL-ISOLEUCINE [FCC]
ISOLEUCINE [WHO-DD]
sec-C4H9CH(NH2)COOH
DL-ISOLEUCINE [FHFI]
L-Isoleucine (H-L-Ile-OH)
L-ISOLEUCINE [USP-RS]
GTPL3311
CHEMBL1233584
DTXSID1047441
ISOLEUCINE DL-FORM [MI]
BDBM18140
Norvaline, 3-methyl-, erythro-
ISOLEUCINE [EP MONOGRAPH]
ISOLEUCINE [USP MONOGRAPH]
L-Isoleucine, 99%, FCC, FG
Pharmakon1600-01301004
(2S,3S)-a-Amino-b-methylvalerate
HY-N0771
Tox21_112765
LMFA01100047
NSC760109
s3752
L-Isoleucine, Vetec(TM), 98.5%
AKOS015842027
Tox21_112765_1
(2S,3S)-a-Amino-b-methyl-n-valerate
CCG-266114
CS-W018502
DB00167
FD20022
FI12675
NSC-760109
(2S,3S)-2-amino-3-methyl-Pentanoate
VALINE IMPURITY B [EP IMPURITY]
(2S,3S)-alph-Amino-beta-methylvalerate
LEUCINE IMPURITY A [EP IMPURITY]
NCGC00274084-01
(2S,3S)-alpha-Amino-beta-methylvalerate
AC-34995
AS-11616
BP-20357
(2S,3S)-alpha-Amino-beta-merthylvalerate
[S-(R*,R*)]-2-Amino-3-methylpentanoate
L-Isoleucine, BioUltra, >=99.5% (NT)
(2S,3S)-alph-Amino-beta-methylvaleric acid
(2S,3S)-alpha-Amino-beta-methyl-n-valerate
I0181
NS00009745
(2S,3S)-alpha-Amino-beta-merthyl-n-valerate
EN300-52623
L-Isoleucine, SAJ special grade, >=99.0%
(+/-)-erythro-2-Amino-3-methylpentanoic acid
C00407
D00065
L-Isoleucine, reagent grade, >=98% (HPLC)
M03002
SBI-0633514.0002
L-Isoleucine, Cell Culture Reagent (H-L-Ile-OH)
Q484940
(2S,3S)-.alpha.-Amino-.beta.-methyl-n-valeric acid
.alpha.-Amino-.beta.-methylvaleric acid, (2S,3S)-
Pentanoic acid, 2-amino-3-methyl-, [S-(R*,R*)]-
F8880-9085
Z756427442
Isoleucine, European Pharmacopoeia (EP) Reference Standard
L-Isoleucine, certified reference material, TraceCERT(R)
E46116A2-987C-4709-9E80-A64DA838D5A1
L-Isoleucine, United States Pharmacopeia (USP) Reference Standard
L-Isoleucine, Pharmaceutical Secondary Standard; Certified Reference Material
(S,S)-2-amino-3-methyl-pentanoicacid;(s,s)-isoleucine;[S-(R*,R*)]-2-Amino-3-methylpentanoic acid
1160211-67-5
IL0
L-Isoleucine, from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 98.5-101.0%